EP1964893A1 - Composition d'encre, procédé d'enregistrement à jet d'encre, matériau imprimé et ensemble d'encres - Google Patents

Composition d'encre, procédé d'enregistrement à jet d'encre, matériau imprimé et ensemble d'encres Download PDF

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Publication number
EP1964893A1
EP1964893A1 EP20080002529 EP08002529A EP1964893A1 EP 1964893 A1 EP1964893 A1 EP 1964893A1 EP 20080002529 EP20080002529 EP 20080002529 EP 08002529 A EP08002529 A EP 08002529A EP 1964893 A1 EP1964893 A1 EP 1964893A1
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Prior art keywords
parts
ink
ink composition
manufactured
pigment
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German (de)
English (en)
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EP1964893B2 (fr
EP1964893B1 (fr
Inventor
Yuuichi Hayata
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Fujifilm Corp
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Fujifilm Corp
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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • C09D11/40Ink-sets specially adapted for multi-colour inkjet printing
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/02Printing inks
    • C09D11/10Printing inks based on artificial resins
    • C09D11/101Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • C09D11/32Inkjet printing inks characterised by colouring agents
    • C09D11/322Pigment inks
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/24Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24802Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]

Definitions

  • the present invention relates to an ink composition suitably used for inkjet recording, an inkjet recording method and, furthermore, a printed material obtained by employing the ink composition and a process for producing a lithographic printing plate.
  • an ink composition suitable for inkjet recording that enables inkjet recording to be carried out stably for a long period of time, cures with high sensitivity upon exposure to actinic radiation, and gives a cured material having sufficient flexibility even after the ink has been cured and having good adhesion to a recording medium; an inkjet recording method; a printed material employing same; and a process for producing a lithographic printing plate employing the ink composition.
  • an image recording method for forming an image on a recording medium such as paper based on an image data signal
  • an electrophotographic system there are an electrophotographic system, sublimation type and melt type thermal transfer systems, an inkjet system, etc.
  • the electrophotographic system a process of forming an electrostatic latent image on a photosensitive drum by electrically charging and exposing is required, and the system is complicated; as a result, there is the problem that the production cost is high.
  • the thermal transfer system although the equipment is inexpensive, due to the use of an ink ribbon there is the problem that the running cost is high and waste material is generated.
  • the equipment is inexpensive and, since an image is formed directly on a recording medium by discharging an ink only on a required image area, the ink can be used efficiently and the running cost is low. Furthermore, there is little noise and it is excellent as an image recording system.
  • JP-A-60-56557 and JP-A-57-156264 JP-A denotes a Japanese unexamined patent application publication
  • JP-A denotes a Japanese unexamined patent application publication
  • JP-A-2004-359946 describes an inkjet ink set that comprises at least a dark ink and a light ink and cures upon exposure to UV rays, wherein the inks constituting the inkjet ink set comprise at least a coloring material, a polymerizable compound, and a photopolymerization initiator, the concentration ratio of the coloring materials for the dark ink and the light ink is 2:1 to 10:1, and the concentration ratio of the photopolymerization initiators is 1:1 to 3:1.
  • a light ink composition that has excellent curability and stability over time and gives a cured film having good flexibility, and an inkjet recording method, a printed material, and an ink set employing the ink composition.
  • the ink composition (hereinafter, simply called an 'ink') of the present invention is an ink composition comprising (A) a pigment, (B) a polymerizable monomer, (C) a polymerization initiator, and (D) a dispersant, the content of the pigment being no greater than 1 wt % of the entire ink composition, and the ratio (D/A) of the weight A of the pigment to the weight D of the dispersant in the ink composition satisfying the relationship 0.5 ⁇ D/A ⁇ 15.
  • the ink composition of the present invention is an ink composition with a small amount of pigment such that the content of the pigment is no greater than 1 wt % of the entire ink composition, and is also called a 'light ink composition' or a 'light ink'.
  • the ink composition of the present invention is an ink composition that can cure upon exposure to radiation and is also an oil-based ink composition.
  • the 'radiation' referred to in the present invention is not particularly limited as long as it is actinic radiation that can provide energy that enables an initiating species to be generated in the ink composition when irradiated, and broadly includes ⁇ rays, ⁇ rays, X rays, ultraviolet rays (UV), visible light, and an electron beam; among these, ultraviolet rays and an electron beam are preferable from the viewpoint of curing sensitivity and the availability of equipment, and ultraviolet rays are particularly preferable.
  • the ink composition of the present invention is therefore preferably an ink composition that can cure upon exposure to ultraviolet rays as radiation.
  • the ink composition of the present invention comprises a pigment.
  • the pigment referred to here generally means a colorant that is sparingly soluble in various types of solvent (organic solvent, water), and in a normal ink composition it means one for which, of the total solids content of the colorant contained in the ink composition, the amount that dissolves in the ink composition is no greater than 10 wt %.
  • the ink composition of the present invention has a pigment content of no greater than 1 wt % of the entire ink composition, preferably no greater than 0.7 wt %, more preferably no greater than 0.5 wt %, yet more preferably 0.01 to 0.5 wt %, and particularly preferably 0.2 to 0.5 wt %.
  • the pigment that can be used in the present invention is not particularly limited, and a known pigment may be used.
  • a compound that does not function as a polymerization inhibitor in a polymerization reaction, which is a curing reaction is preferably selected.
  • the pigment that can be used in the present invention is not particularly limited and, for example, organic and inorganic pigments with the Color Index Nos. shown below may be used according to the intended purpose.
  • Red or magenta pigments Pigment Red 3, 5, 19, 22, 31, 38, 42, 43, 48:1, 48:2, 48:3, 48:4, 48:5, 49:1, 53:1, 57:1, 57:2, 58:4, 63:1, 81, 81:1, 81:2, 81:3, 81:4, 88, 104, 108, 112, 122, 123, 144, 146, 149, 166, 168, 169, 170, 177, 178, 179, 184, 185, 208, 216, 226, and 257, Pigment Violet 3, 19, 23, 29, 30, 37, 50, and 88, and Pigment Orange 13, 16, 20, and 36.
  • Pigment Blue 1 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 17-1, 22, 27, 28, 29, 36, and 60.
  • Green pigments Pigment Green 7, 26, 36, and 50.
  • Yellow pigments Pigment Yellow 1, 3, 12, 13, 14, 17, 34, 35, 37, 55, 74, 81, 83, 93, 94, 95, 97, 108, 109, 110, 120, 137, 138, 139, 153, 154, 155, 157, 166, 167, 168, 180, 185, and 193.
  • Black pigments Pigment Black 7, 28, and 26.
  • White pigments Pigment White 6, 18, and 21.
  • IRGALITE BLUE GLVO cyan pigment, manufactured by Ciba Specialty Chemicals
  • CINQUASIA MAGENTA RT-335 D magenta pigment, manufactured by Ciba Specialty Chemicals
  • NOVOPERM YELLOW H2G yellow pigment, manufactured by Clariant
  • SPECIAL BLACK 250 black pigment, manufactured by Ciba Specialty Chemicals
  • the pigment that can be used in the present invention is mixed with a dispersant and dispersed in a polymerizable monomer or is dispersed after mixing the polymerizable monomer and the dispersant.
  • a dispersing machine such as a ball mill, a sand mill, an attritor, a roll mill, an agitator, a Henschel mixer, a colloidal mill, an ultrasonic homogenizer, a pearl mill, a wet type jet mill, or a paint shaker may be used.
  • the pigment may be directly mixed with another component when preparing an ink composition or, in order to improve dispersion properties, it may be mixed after being added in advance to a dispersion medium such as a solvent or a polymerizable monomer used in the present invention and uniformly dispersing or dissolving it.
  • a dispersion medium such as a solvent or a polymerizable monomer used in the present invention and uniformly dispersing or dissolving it.
  • the colorant in order to prevent degradation of solvent resistance when there is residual solvent in a cured image and prevent the VOC (Volatile Organic Compound) problem due to residual solvent, the colorant is preferably added to a dispersion medium such as a polymerizable monomer and then mixed.
  • a dispersion medium such as a polymerizable monomer
  • These pigments may be used by appropriately selecting one type or two or more types according to the intended purpose of the ink composition.
  • the pigment, the dispersant, and the dispersion medium are selected and for dispersion conditions and filtration conditions to be set so that the average particle size of pigment particles is preferably 0.005 to 0.5 ⁇ m, more preferably 0.01 to 0.45 ⁇ m, and yet more preferably 0.015 to 0.4 ⁇ m.
  • the ratio by weight of the dispersant relative to the pigment when the weight of the pigment in the ink composition is A and the weight of the dispersant in the ink composition is D, the ratio by weight (D/A) is 0.5 ⁇ D/A ⁇ 15, preferably 1 ⁇ D/A ⁇ 10, and more preferably 1.2 ⁇ D/A ⁇ 8.
  • the ratio by weight of the dispersant relative to the pigment exceeds 0.5, after being stored over time there is no aggregation/precipitation of the pigment, the ink viscosity does not increase, and an ink composition having excellent storage stability over time can thus be obtained.
  • the ratio when the ratio is 15 or less, an ink composition having a low ink viscosity and excellent discharge properties can be obtained.
  • the ink composition that can be used in the present invention comprises at least a polymerizable monomer.
  • the polymerizable monomer that can be used in the present invention is preferably an addition-polymerizable compound, and more preferably a radically polymerizable compound or a cationically polymerizable compound.
  • polymerizable compound that can be used in the present invention, one type may be used on its own, two or more types may be used or, for example, a radically polymerizable compound and a cationically polymerizable compound may be used in combination.
  • the ink composition of the present invention preferably comprises a polymerizable monomer having at least one amide bond and/or aromatic group. Due to it containing the monomer, an ink composition having a pigment dispersion with excellent stability over time can be obtained. Although the reason for the effect being exhibited is not clear, it is surmised that the affinity between the pigment surface and a highly polar group such as an amide group or an aromatic group analogous to the pigment structure is high, thus decreasing the pigment surface energy and thereby giving a stable pigment dispersion.
  • the monomer is particularly suitably used for a light ink for which it is difficult to maintain pigment dispersion stability.
  • a polymerizable monomer having an amide bond As a radically polymerizable compound that can be used in the present invention, it is preferable to use a polymerizable monomer having an amide bond.
  • a polymerizable monomer having an amide bond specifically preferred examples thereof include N -methyl- N -vinylformamide, N -methyl-N-vinylacetamide, N -vinylcarbazole, 1-vinylimidazole, N -cyclohexylacrylamide, N -(1,1-dimethyl-2-phenyl)ethylacrylamide, N -diphenylmethylacrylamide, N -phthalimidomethylacrylamide, N -(1,1'-dimethyl-3-(1,2,4-triazol-1-yl))propylacrylamide, 5-(meth)acryloyloxymethyl-5-ethyl-1,3-dioxacyclohexane, N -vinylformamide, N -
  • n denotes an integer of 1 to 5; n is preferably an integer of 2 to 4 from the viewpoint of flexibility after the ink composition is cured, adhesion to a recording medium, and ready availability of starting materials, n is more preferably 2 or 4, and n is particularly preferably 4, which is N -vinylcaprolactam. N -Vinylcaprolactam is preferable since it has excellent safety, is commonly used and is readily available at a relatively low price, and gives particularly good ink curability and adhesion of a cured film to a recording medium.
  • the N -vinyllactam may have a substituent such as an alkyl group or an aryl group on the lactam ring, and may have a saturated or unsaturated ring structure bonded to the lactam ring.
  • the N -vinyllactam is a compound having a relatively high melting point, when the N -vinyllactam is used, if the content thereof in the ink composition is no greater than 40 wt %, good solubility is exhibited at a low temperature of 0°C or below, and the temperature range in which the ink composition can be handled becomes large.
  • a radically polymerizable compound that can be used in the present invention, it is preferable to use a polymerizable monomer having an aromatic group.
  • Preferred examples of the aromatic group include a phenyl group, a naphthyl group, an anthracenyl group, and a pyridinyl group.
  • radically polymerizable monomer having an aromatic group examples include the compounds below (R-P-1 to 9, and N-1 to 28).
  • R-P-1 to 9, and N-1 to 28 are examples of the radically polymerizable monomer having an aromatic group.
  • a hydrocarbon chain is represented by a simplified structural formula in which symbols for carbon (C) and hydrogen (H) are omitted.
  • the radically polymerizable compound it is also preferable to use a monomer having a cyclic structure other than an aromatic group.
  • a monomer having a cyclic structure other than an aromatic group By containing a monomer having a cyclic structure other than an aromatic group, an ink composition having excellent curability can be obtained.
  • cyclic monomer examples include a monomer having a cyclic hydrocarbon group such as a cyclohexyl group, a cyclopentyl group, a cycloheptyl group, an isobornyl group, or a tricyclodecanyl group, and a monomer having a heterocyclic group such as a tetrahydrofurfuryl group or a piperidinyl group.
  • a cyclic hydrocarbon group such as a cyclohexyl group, a cyclopentyl group, a cycloheptyl group, an isobornyl group, or a tricyclodecanyl group
  • heterocyclic group such as a tetrahydrofurfuryl group or a piperidinyl group.
  • Preferred examples of a cyclic monomer having an acryloxy group, a methacryloxy group, and/or an acrylamide group include norbornyl (meth)acrylate, isobornyl (meth)acrylate, cyclohexyl (meth)acrylate, cyclopentyl (meth)acrylate, cycloheptyl (meth)acrylate, cyclooctyl (meth)acrylate, cyclodecyl (meth)acrylate, dicyclodecyl (meth)acrylate, trimethylcyclohexyl (meth)acrylate, 4-t-butylcyclohexyl (meth)acrylate, acryloylmorpholine, 2-benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, phenoxytriethylene glycol (meth)acrylate, ethylene oxide (EO)-modified cresol (meth)
  • a cyclic monomer having an acryloxy group, a methacryloxy group, an acrylamide group, a methacrylamide group, and/or a vinyloxy group include compounds (M-1) to (M-29) below.
  • an acyclic monofunctional monomer described below may be used in combination as necessary.
  • the acyclic monofunctional monomer has relatively low viscosity and may be used preferably for the purpose of decreasing the viscosity of the composition.
  • the proportion of the acyclic monofunctional monomer below in the entire composition is preferably no greater than 20 wt %, more preferably no greater than 15 wt %, and particularly preferably no greater than 10 wt %.
  • Specific examples thereof include octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate, tridecyl (meth)acrylate, tetradecyl (meth)acrylate, hexadecyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, butoxyethyl (meth)acrylate, carbitol (meth)acrylate, 2-ethylhexyl diglycol (meth)acrylate, polyethylene glycol (meth)acrylate monomethyl ether, polypropylene glycol (meth)acrylate monomethyl ether, and polytetraethylene glycol (meth)acrylate monomethyl ether.
  • a polyfunctional monomer described below may be used in combination as necessary.
  • a composition having excellent curability and a high cured film strength is obtained.
  • the proportion of the polyfunctional monomer in the entire composition is preferably no greater than 15 wt %, more preferably no greater than 10 wt %, and particularly preferably no greater than 5 wt %.
  • Specific examples thereof include bis(4-(meth)acryloxypolyethoxyphenyl)propane, neopentyl glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, trimethylolpropane tri(meth)acrylate, tetramethylolmethane tetra(meth)acrylate, t
  • the cationically polymerizable compound that can be used in the present invention is not particularly limited as long as it is a compound for which a polymerization reaction is initiated by a cationic polymerization initiating species generated from a cationic polymerization initiator, which is described later, and that cures, and various types of cationically polymerizable monomers known as cationically photopolymerizable monomers may be used.
  • Preferred examples of the cationically polymerizable monomers include epoxy compounds, vinyl ether compounds, and oxetane compounds described in JP-A-6-9714 , JP-A-2001-31892 , JP-A-2001-40068 , JP-A-2001-55507 , JP-A-2001-310938 , JP-A-2001-310937 , and JP-A-2001-220526 .
  • a cationic polymerization type photocuring resin for example, a cationic polymerization type photocuring resin is known, and in recent years cationic photopolymerization type photocuring resins that have been sensitized in a visible light wavelength region of 400 nm or greater have also been disclosed in, for example, JP-A-6-43633 and JP-A-8-324137 .
  • a cationically polymerizable compound that can be used in the present invention it is preferable to use a polymerizable monomer having an amide bond.
  • Examples of the cationically polymerizable monomer having an amide bond include compounds (C-A-1) to (C-A-5) below.
  • a cationically polymerizable compound that can be used in the present invention, it is preferable to use a polymerizable monomer having an aromatic group.
  • aromatic group examples include a phenyl group, a naphthyl group, an anthracenyl group, and a pyridinyl group.
  • Examples of the cationically polymerizable monomer having an aromatic group include compounds (C-P-1) to (C-P-6) below.
  • the polymerizable monomer in the ink composition that can be used in the present invention is preferably 60 to 95 wt % relative to the total amount of the ink composition, more preferably 65 to 90 wt %, and yet more preferably 70 to 90 wt %. It is preferable for it to be in the above-mentioned range since the curability is excellent and the viscosity is appropriate.
  • the polymerizable monomers in the ink composition that can be used in the present invention, it is preferable for at least one thereof to be a monofunctional monomer; when radically polymerizable monofunctional monomers are used at least one thereof is preferably a monofunctional (meth)acrylate, and it is more preferable for at least one thereof to be a monofunctional acrylate. It is preferable to use a monofunctional monomer since sufficient curability as well as sufficient flexibility of a cured film can be obtained.
  • the proportion of the monofunctional radically polymerizable monomer in the composition is preferably 50 to 90 wt %, more preferably 55 to 85 wt %, and yet more preferably 65 to 80 wt %. It is preferable for the proportion to be in the above-mentioned range since the curability and the flexibility are excellent and the viscosity is appropriate.
  • the proportion of the monofunctional cationically polymerizable monomer in the composition is preferably 30 to 90 wt %, more preferably 35 to 85 wt %, and yet more preferably 40 to 85 wt %. It is preferable for the proportion to be in the above-mentioned range since the curability and the flexibility are excellent and the viscosity is appropriate.
  • the proportion of the di- or higher-functional monomer is preferably 0.5 to 50 wt %, more preferably 0.5 to 30 wt %, and yet more preferably 0.5 to 20 wt %. It is preferable for the proportion to be in the above-mentioned range since the curability and the flexibility are excellent and the viscosity is appropriate.
  • the ink composition of the present invention preferably comprises a radically polymerizable monomer having an amide bond, a radically polymerizable monomer having an aromatic group, and a radically polymerizable monomer having a cyclic structure other than an aromatic group, or a cationically polymerizable monomer having an epoxy group, a cationically polymerizable monomer having an oxetanyl group, and a cationically polymerizable monomer having an amide bond and/or a cationically polymerizable monomer having an aromatic group.
  • the ink when it is cured using actinic radiation such as ultraviolet rays, it comprises a polymerization initiator.
  • a polymerization initiator that can be used in the present invention a known polymerization initiator may be used, and it is preferable to use a radical polymerization initiator.
  • the polymerization initiator that can be used in the present invention may be used singly or in a combination of two or more types.
  • the radical polymerization initiator may be used in combination with a cationic polymerization initiator.
  • the polymerization initiator that can be used in the ink composition of the present invention is a compound that forms a polymerization initiating species by absorbing external energy.
  • the external energy used for initiating polymerization can be broadly divided into heat and actinic radiation, and a thermal polymerization initiator and a photopolymerization initiator are used respectively.
  • Examples of the actinic radiation include ⁇ rays, ⁇ rays, an electron beam, ultraviolet rays, visible light, and infrared rays.
  • the external energy used for initiating polymerization is preferably actinic radiation, more preferably the electron beam or ultraviolet rays, and yet more preferably ultraviolet rays.
  • radical polymerization initiator examples include (a) an aromatic ketone, (b) an acylphosphine compound, (c) an aromatic onium salt compound, (d) an organic peroxide, (e) a thio compound, (f) a hexaarylbiimidazole compound, (g) a ketoxime ester compound, (h) a borate compound, (i) an azinium compound, (j) a metallocene compound, (k) an active ester compound, (I) a compound having a carbon-halogen bond, and (m) an alkylamine compound.
  • radical polymerization initiators the above-mentioned compounds (a) to (m) may be used singly or in combination.
  • the radical polymerization initiator in the present invention may suitably be used singly or in a combination of two or more types.
  • Preferred examples of the aromatic ketone (a) and the thio compound (e) include a compound having a benzophenone skeleton (benzophenone compound) or a compound having a thioxanthone skeleton (thioxanthone compound) described in 'RADIATION CURING IN POLYMER SCIENCE AND TECHNOLOGY' J. P. FOUASSIER and J. F. RABEK (1993), pp. 77 to 117 .
  • Preferred examples of the aromatic ketone (a), the acylphosphine compound (b), and the thio compound (e) include an ⁇ -thiobenzophenone compound described in JP-B-47-6416 , a benzoin ether compound described in JP-B-47-3981 , an ⁇ -substituted benzoin compound described in JP-B-47-22326 , a benzoin derivative described in JP-B-47-23664 , an aroylphosphonic acid ester described in JP-A-57-30704 , a dialkoxybenzophenone described in JP-B-60-26483 , benzoin ethers described in JP-B-60-26403 and JP-A-62-81345 , ⁇ -aminobenzophenones described in JP-B-1-34242 , US Pat.
  • benzophenone compound examples include benzophenone, 4-phenylbenzophenone, isophthalophenone, and 4-benzoyl-4'-methylphenylsulfide.
  • benzophenone compound it is also preferable to use a diaminobenzophenone compound.
  • diaminobenzophenone compound examples include p,p'-tetramethyldiaminobenzophenone.
  • Examples of the thioxanthone compound include 2,4-diethylthioxanthone, 2-isopropylthioxanthone, and 2-chlorothioxanthone.
  • the aromatic ketone (a) is preferably an ⁇ -hydroxyketone, and examples thereof include 1-[4-(2-hyd roxyethoxy)phenyl]-2-hyd roxy-2-methyl-1-propan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one, and 1-hydroxycyclohexyl phenyl ketone.
  • the aromatic ketone (a) is particularly preferably a 1-hydroxycyclohexyl phenyl ketone compound.
  • the 1-hydroxycyclohexyl phenyl ketone compound referred to in the present invention means 1-hydroxycyclohexyl phenyl ketone and a compound obtained by substituting 1-hydroxycyclohexyl phenyl ketone with any substituent.
  • the substituent may be selected freely from a range that enables an ability as a radical polymerization initiator to be exhibited, and specific examples thereof include an alkyl group (e.g. a methyl group, an ethyl group, a propyl group, a butyl group, etc.).
  • the acylphosphine compound (b) is preferably an acylphosphine oxide compound.
  • acylphosphine oxide compound examples include a compound having a structure represented by Formula (7) or (8).
  • the acylphosphine oxide compound is particularly preferably one having a chemical structure represented by Formula (9) or (10).
  • R 6 , R 7 , and R 8 denote an aromatic hydrocarbon group, which may have a methyl group or an ethyl group as a substituent.
  • R 9 , R 10 , and R 11 denote an aromatic hydrocarbon group, which may have a methyl group or an ethyl group as a substituent.
  • acylphosphine oxide compound a monoacylphosphine oxide compound, a bisacylphosphine oxide compound, etc. may be used, and as the monoacylphosphine oxide compound, a known monoacylphosphine oxide compound may be used. Examples thereof include monoacylphosphine oxide compounds described in JP-B-60-8047 and JP-B-63-40799 .
  • methyl isobutyrylmethylphosphinate methyl isobutyrylphenylphosphinate, methyl pivaloylphenylphosphinate, methyl 2-ethylhexanoylphenylphosphinate, isopropyl pivaloylphenylphosphinate, methyl p-tolylphenylphosphinate, methyl o-tolylphenylphosphinate, methyl 2,4-dimethylbenzoylphenylphosphinate, isopropyl p-t-butylbenzoylphenylphosphinate, methyl acryloylphenylphosphinate, isobutyryldiphenylphosphine oxide, 2-ethylhexanoyldiphenylphosphine oxide, o-tolyldiphenylphosphine oxide, p-t-butylbenzoyldiphenylphosphine oxide, 3-pyri
  • the bisacylphosphine oxide compound a known bisacylphosphine oxide compound may be used. Examples thereof include bisacylphosphine oxide compounds described in JP-A-3-101686 , JP-A-5-345790 , and JP-A-6-298818 .
  • bis(2,6-dichlorobenzoyl)phenylphosphine oxide bis(2,6-dichlorobenzoyl)-2,5-dimethylphenylphosphine oxide, bis(2,6-dichlorobenzoyl)-4-ethoxyphenylphosphine oxide, bis(2,6-dichlorobenzoyl)-4-propylphenylphosphine oxide, bis(2,6-dichlorobenzoyl)-2-naphthylphosphine oxide, bis(2,6-dichlorobenzoyl)-1-naphthylphosphine oxide, bis(2,6-dichlorobenzoyl)-4-chlorophenylphosphine oxide, bis(2,6-dichlorobenzoyl)-2,4-dimethoxyphenylphosphine oxide, bis(2,6-dichlorobenzoyl)decylphosphine oxide, bis
  • acylphosphine oxide compound in the present invention include bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide (Irgacure 819: manufactured by Ciba Specialty Chemicals), bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphenylphosphine oxide, and 2,4,6-trimethylbenzoyldiphenylphosphine oxide (Darocur TPO: manufactured by Ciba Specialty Chemicals, Lucirin TPO: manufactured by BASF).
  • aromatic onium salt compound (c) there can be cited aromatic onium salts of elements of Groups 15, 16, and 17 of the periodic table, specifically, N, P, As, Sb, Bi, 0, S, Se, Te, and 1. Examples thereof include iodonium salts described in EP No. 104143 , US Pat. No. 4837124 , JP-A-2-150848 , and JP-A-2-96514 , diazonium salts (optionally substituted benzenediazoniums, etc.) described in EP Nos. 370693 , 233567 , 297443 , 297442 , 279210 , and 422570 , US Pat. Nos.
  • diazonium salt resins diazodiphenylamine formaldehyde resins, etc.
  • N -alkoxypyridinium salts etc.
  • JP-A-63-138345 JP-A-63-142345 , JP-A-63-142346 , and JP-B-46-42363 ; specific examples thereof include 1-methoxy-4-phenylpyridinium tetrafluoroborate); furthermore, compounds described in JP-B-52-147277 , 52-14278 , and 52-14279 may suitably be used.
  • a radical or an acid is formed as an active species.
  • organic peroxide (d) almost all organic compounds having at least one oxygen-oxygen bond per molecule can be cited, and preferred examples thereof include peroxide ester compounds such as 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(t-amylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(t-hexylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(t-octylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(cumylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(p-isopropylcumylperoxycarbonyl)benzophenone, and di-t-butyldiperoxyisophthalate.
  • peroxide ester compounds such as 3,3',4,4'-tetra(t
  • lophine dimers described in JP-B-45-37377 and JP-B-44-86516 there can be cited lophine dimers described in JP-B-45-37377 and JP-B-44-86516 , and examples thereof include 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o-bromophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o,p-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetra(m-methoxyphenyl)biimidazole, 2,2'-bis(o,o'-dichlorophenyl)-4,4',5,5'-tetrapheny
  • ketoxime ester compound (g) there can be cited 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-p-toluenesulfonyloxyiminobutan-2-one, and 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one.
  • borate compound (h) examples include compounds described in US Pat. Nos. 3,567,453 and 4,343,891 , and EP Nos. 109,772 and 109,773 .
  • Examples of the azinium salt compound (i) include N-O bond-containing compounds described in JP-A-63-138345 , JP-A-63-142345 , JP-A-63-142346 , JP-A-63-143537 , and JP-B-46-42363 .
  • metallocene compound (j) examples include titanocene compounds described in JP-A-59-152396 , JP-A-61-151197 , JP-A-63-41484 , JP-A-2-249 , and JP-A-2-4705 , and iron-arene complexes described in JP-A-1-304453 and JP-A-1-152109 .
  • titanocene compound examples include dichlorobis(cyclopentadienyl)titanium, bis(cyclopentadienyl)bis(phenyl)titanium, bis(cyclopentadienyl)bis(2,3,4,5,6-pentafluorophen-1-yl)titanium, bis(cyclopentadienyl)bis(2,3,5,6-tetrafluorophen-1-yl)titanium, bis(cyclopentadienyl)bis(2,4,6-trifluorophen-1-yl)titanium, bis(cyclopentadienyl)bis(2,6-difluorophen-1-yl)titanium, bis(cyclopentadienyl)bis(2,4-difluorophen-1-yl)titanium, bis(methylcyclopentadienyl)bis(2,3,4,5,6-pentafluorophen-1-yl)titanium
  • Examples of the active ester compound (k) include nitrobenzyl ester compounds described in EP Nos. 0290750 , 046083 , 156153 , 271851 , and 0388343 , US Pat. Nos. 3901710 and 4181531 , JP-A-60-198538 , and JP-A-53-133022 , iminosulfonate compounds described in EP Nos. 0199672 , 84515 , 199672 , 044115 , and 0101122 , US Pat. Nos.
  • Preferred examples of the compound (I) having a carbon-halogen bond include a compound described in Wakabayashi et. al, Bull. Chem. Soc. Japan, 42, 2924 (1969 ), a compound described in British Patent No. 1388492 , a compound described in JP-A-53-133428 , and a compound described in German Patent No. 3337024 .
  • alkylamine compound (m) examples include an alkylenediamine (ethylenediamine, tetramethylenediamine, hexamethylenediamine, etc.), a polyalkylene (alkylene having 2 to 6 carbons) polyamine (diethylenetriamine, triethylenetetramine, pentaethylenehexamine, iminobispropylamine, bis(hexamethylene)triamine, etc.), an alkyl- or hydroxyalkyl-amine compound (an alkyl (having 1 to 3 carbons) aminopropylamine, aminoethylethanolamine, methyliminobispropylamine, etc.), N-aminoethylpiperazine, 1,3-diaminocyclohexane, isophoronediamine, hydrogenated methylenedianiline, 3,9-bis(3-aminopropyl)-2,4,8,10-tetraoxaspiro[5.5]undecane, N,N-dimethylcyclo
  • Examples further include a compound described in F. C. Schaefer et al., J. Org. Chem., 29, 1527 (1964 ), a compound described in JP-A-62-58241 , a compound described in JP-A-5-281728 , a compound described in German Pat. No. 2641100 , a compound described in German Pat. No. 3333450 , compounds described in German Pat. No. 3021590 , and compounds described in German Pat. No. 3021599 .
  • a cationic polymerization initiator When a cationically polymerizable compound is used in the present invention, it is preferable to use a cationic polymerization initiator.
  • the cationic polymerization initiator photo-acid generator
  • examples of the cationic polymerization initiator (photo-acid generator) that can be used in the present invention include chemically amplified photoresists and compounds used in cationic photopolymerization ( 'Imejingu you Yukizairyou' (Organic Materials for Imaging), Ed. The Japanese Research Association for Organic Electronics Materials, Bunshin Publishing Co. (1993), pp. 187-192 ).
  • Preferred examples of the cationic polymerization initiator in the present invention are listed below.
  • B(C 6 F 5 ) 4 - , PF 6 - , AsF 6 - , SbF 6 - , and CF 3 SO 3 - salts of diazonium, ammonium, iodonium, sulfonium, phosphonium, etc. aromatic onium compounds can be cited.
  • sulfonated materials that generate a sulfonic acid can be cited.
  • halides that photogenerate a hydrogen halide can also be used.
  • iron arene complexes can be cited.
  • the total amount of polymerization initiator used is preferably 0.01 to 35 wt % relative to the total amount of polymerizable compound used, more preferably 0.5 to 20 wt %, and yet more preferably 1.0 to 15 wt %.
  • the ink composition can be cured sufficiently with 0.01 wt % or greater of the polymerization initiator, and a cured film having a uniform degree of curing can be obtained with 35 wt % or less.
  • the total amount of polymerization initiator used is preferably 200:1 to 1:200 relative to the sensitizer as a ratio by weight of polymerization initiator : sensitizer, more preferably 50:1 to 1:50, and yet more preferably 20:1 to 1:5.
  • the ink composition of the present invention comprises a dispersant in order to stably disperse the pigment in the ink composition.
  • a polymeric dispersant As the dispersant that can be used in the present invention, a polymeric dispersant is preferable.
  • the 'polymeric dispersant' referred to in the present invention means a dispersant having a weight-average molecular weight of 1,000 or greater.
  • the dispersant that can be used in the present invention is preferably a polymeric dispersant having a weight-average molecular weight of 2,000 to 50,000, and more preferably a polymeric dispersant having a weight-average molecular weight of 3,000 to 30,000.
  • the weight-average molecular weight is 2,000 or greater, excellent pigment dispersibility can be obtained, and when the weight-average molecular weight is no greater than 50,000, an ink composition having excellent continuous discharge stability can be obtained.
  • polymeric dispersant examples include polymeric dispersants such as DisperBYK-101, DisperBYK-102, DisperBYK-103, DisperBYK-106, DisperBYK-111, DisperBYK-161, DisperBYK-162, DisperBYK-163, DisperBYK-164, DisperBYK-166, DisperBYK-167, DisperBYK-168, DisperBYK-170, DisperBYK-171, DisperBYK-174, and DisperBYK-182 (all manufactured by BYK Chemie), EFKA4010, EFKA4046, EFKA4080, EFKA5010, EFKA5207, EFKA5244, EFKA6745, EFKA6750, EFKA7414, EFKA745, EFKA7462, EFKA7500, EFKA7570, EFKA7575, and EFKA7580 (all manufactured by EFKA Additives), Disperse Aid 6, Dis
  • the content of the dispersant in the ink composition of the present invention is appropriately selected according to the intended purpose, and is generally preferably 0.05 to 15 wt % relative to the weight of the entire ink composition.
  • the ink composition of the present invention may comprise another component as necessary.
  • the other component include a sensitizer, a cosensitizer, another polymerizable compound, a surfactant, a UV absorber, an antioxidant, an antifading agent, a conductive salt, a solvent, a polymer compound, and a basic compound.
  • the ink composition of the present invention may contain a sensitizer in order to promote decomposition of the above-mentioned polymerization initiator by absorbing specific actinic radiation, in particular when used for inkjet recording.
  • the sensitizer absorbs specific actinic radiation and attains an electronically excited state.
  • the sensitizer in the electronically excited state causes actions such as electron transfer, energy transfer, or heat generation upon contact with the polymerization initiator. This causes the polymerization initiator to undergo a chemical change and decompose, thus forming a radical, an acid, or a base.
  • sensitizer in the ink composition of the present invention, it is preferable to use a sensitizing dye.
  • Preferred examples of the sensitizing dye include those that belong to compounds below and have an adsorption wavelength in the region of 350 nm to 450 nm.
  • Polynuclear aromatic compounds e.g. pyrene, perylene, triphenylene
  • xanthenes e.g. fluorescein, eosin, erythrosine, rhodamine B, rose bengal
  • cyanines e.g. thiacarbocyanine, oxacarbocyanine
  • merocyanines e.g. merocyanine, carbomerocyanine
  • thiazines e.g. thionine, methylene blue, toluidine blue
  • acridines e.g. acridine orange, chloroflavin, acriflavine
  • anthraquinones e.g. anthraquinone
  • squaryliums e.g. squarylium
  • coumarins e.g. 7-diethylamino-4-methylcoumarin
  • Preferred examples of the sensitizing dye include compounds represented by Formulae (IX) to (XIII) below.
  • a 1 denotes a sulfur atom or NR 50
  • R 50 denotes an alkyl group or an aryl group
  • L 2 denotes a non-metallic atomic group forming a basic nucleus of a dye in cooperation with a neighboring A 1 and the neighboring carbon atom
  • R 51 and R 52 independently denote a hydrogen atom or a monovalent non-metallic atomic group
  • R 51 and R 52 may be bonded together to form an acidic nucleus of a dye.
  • W denotes an oxygen atom or a sulfur atom.
  • Ar 1 and Ar 2 independently denote an aryl group and are connected to each other via a bond of -L 3 -.
  • L 3 denotes -O- or -S-.
  • W has the same meaning as that shown in Formula (IX).
  • a 2 denotes a sulfur atom or NR 59
  • L 4 denotes a non-metallic atomic group forming a basic nucleus of a dye in cooperation with the neighboring A 2 and carbon atom
  • R 53 , R 54 , R 55 , R 56 , R 57 , and R 58 independently denote a monovalent non-metallic atomic group
  • R 59 denotes an alkyl group or an aryl group.
  • a 3 and A 4 independently denote -S-, -NR 62 -, or -NR 63 -, R 62 and R 63 independently denote a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, L 5 and L 6 independently denote a non-metallic atomic group forming a basic nucleus of a dye in cooperation with the neighboring A 3 and A 4 and neighboring carbon atom, and R 60 and R 61 independently denote a hydrogen atom or a monovalent non-metallic atomic group, or are bonded to each other to form an aliphatic or aromatic ring.
  • R 66 denotes an aromatic ring or a hetero ring, which may have a substituent
  • a 5 denotes an oxygen atom, a sulfur atom, or -NR 67 -.
  • R 64 , R 65 , and R 67 independently denote a hydrogen atom or a monovalent non-metallic atomic group, and R 67 and R 64 , and R 65 and R 67 may be bonded to each other to form an aliphatic or aromatic ring.
  • the content of the sensitizer in the ink composition of the present invention is appropriately selected according to the intended purpose, but it is generally preferably 0.05 to 4 wt % relative to the weight of the entire ink composition.
  • the ink composition of the present invention preferably comprises a cosensitizer.
  • the cosensitizer has the function of further improving the sensitivity of the sensitizing dye to actinic radiation or the function of suppressing inhibition by oxygen of polymerization of a polymerizable compound, etc.
  • Examples of such a cosensitizer include amines such as compounds described in M. R. Sander et al., 'Journal of Polymer Society', Vol. 10, p. 3173 (1972 ), JP-B-44-20189 , JP-A-51-82102 , JP-A-52-134692 , JP-A-59-138205 , JP-A-60-84305 , JP-A-62-18537 , JP-A-64-33104 , and Research Disclosure No. 33825, and specific examples thereof include triethanolamine, ethyl p-dimethylaminobenzoate, p-formyldimethylaniline, and p-methylthiodimethylaniline.
  • cosensitizer examples include thiols and sulfides such as thiol compounds described in JP-A-53-702 , JP-B-55-500806 , and JP-A-5-142772 , and disulfide compounds of JP-A-56-75643 , and specific examples thereof include 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptobenzimidazole, 2-mercapto-4(3H)-quinazoline, and ⁇ -mercaptonaphthalene.
  • cosensitizer examples include amino acid compounds (e.g. N-phenylglycine, etc.), organometallic compounds described in JP-B-48-42965 (e.g. tributyltin acetate, etc.), hydrogen-donating compounds described in JP-B-55-34414 , sulfur compounds described in JP-A-6-308727 (e.g. trithiane, etc.), phosphorus compounds described in JP-A-6-250387 (diethylphosphite, etc.), and Si-H, Ge-H compounds described in JP-A-8-54735 .
  • amino acid compounds e.g. N-phenylglycine, etc.
  • organometallic compounds described in JP-B-48-42965 e.g. tributyltin acetate, etc.
  • hydrogen-donating compounds described in JP-B-55-34414 examples include sulfur compounds described in JP-A-6-308727 (e.g. trithiane, etc.
  • the content of the cosensitizer in the ink composition of the present invention is appropriately selected according to the intended purpose, but it is generally preferably 0.05 to 4 wt % relative to the weight of the entire ink composition.
  • a surfactant to the ink composition of the present invention in order to impart long-term discharge stability.
  • surfactant those described in JP-A-62-173463 and 62-183457 can be cited.
  • anionic surfactants such as dialkylsulfosuccinic acid salts, alkylnaphthalene sulfonic acid salts, and fatty acid salts
  • nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, acetylene glycols, and polyoxyethylene/polyoxypropylene block copolymers
  • cationic surfactants such as alkylamine salts and quaternary ammonium salts.
  • An organofluoro compound may be used instead of the above-mentioned surfactant.
  • the organofluoro compound is preferably hydrophobic.
  • examples of the organofluoro compound include fluorine-based surfactants, oil-like fluorine-based compounds (e.g. fluorine oil), solid fluorine compound resins (e.g. tetrafluoroethylene resin), and those described in JP-B-57-9053 (paragraphs 8 to 17) and JP-A-62-135826 .
  • the content of the surfactant in the ink composition of the present invention is appropriately selected according to the intended purpose and is generally preferably 0.0001 to 1 wt % relative to the weight of the entire ink composition.
  • a UV absorber may be used from the viewpoint of improving the weather resistance of an image obtained and preventing discoloration.
  • the UV absorbers include benzotriazole compounds described in JP-A-58-185677 , JP-A-61-190537 , JP-A-2-782 , JP-A-5-197075 and JP-A-9-34057 ; benzophenone compounds described in JP-A-46-2784 , JP-A-5-194483 and US Pat. No.
  • JP-W as used herein means an unexamined published international patent application
  • compounds described in Research Disclosure No. 24239 and compounds represented by stilbene and benzoxazole compounds, which absorb ultraviolet rays to emit fluorescence, the so-called fluorescent brightening agents.
  • the amount thereof added is appropriately selected according to the intended application, and it is generally on the order of 0.5 to 15 wt % on the basis of the solids content in the ink composition.
  • an antioxidant may be added.
  • the antioxidant include those described in Laid-open European Patent Nos. 223739 , 309401 , 309402 , 310551 , 310552 , and 459416 , Laid-open German Patent No. 3435443 , JP-A-54-48535 , JP-A-62-262047 , JP-A-63-113536 , JP-A-63-163351 , JP-A-2-262654 , JP-A-2-71262 , JP-A-3-121449 , JP-A-5-61166 , JP-A-5-119449 , and US Pat. Nos. 4,814,262 and 4,980,275 .
  • the amount thereof added is appropriately selected according to the intended application, and it is preferably on the order of 0.1 to 8 wt % on the basis of the solids content in the ink composition.
  • the ink composition of the present invention may employ various organic and metal complex antifading agents.
  • the organic antifading agents include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indanes, chromans, alkoxyanilines, and heterocycles
  • the metal complex antifading agents include nickel complexes and zinc complexes. More specifically, there can be used compounds described in patents cited in Research Disclosure, No. 17643, Items VII-I to J, ibid., No.15162, ibid., No.18716, page 650, left-hand column, ibid., No. 36544, page 527, ibid., No. 307105, page 872, and ibid., No. 15162, and compounds contained in general formulae and compound examples of typical compounds described in JP-A-62-21572 , pages 127 to 137.
  • the amount thereof added is appropriately selected according to the intended application, and it is preferably on the order of 0.1 to 8 wt % on the basis of the solids content in the ink composition.
  • the ink composition of the present invention may contain, for the purpose of controlling discharge properties, a conductive salt such as potassium thiocyanate, lithium nitrate, ammonium thiocyanate, or dimethylamine hydrochloride.
  • a conductive salt such as potassium thiocyanate, lithium nitrate, ammonium thiocyanate, or dimethylamine hydrochloride.
  • the solvent examples include ketone-based solvents such as acetone, methyl ethyl ketone, and diethyl ketone, alcohol-based solvents such as methanol, ethanol, 2-propanol, 1-propanol, 1-butanol, and tert-butanol, chlorine-based solvents such as chloroform and methylene chloride, aromatic-based solvents such as benzene and toluene, ester-based solvents such as ethyl acetate, butyl acetate, and isopropyl acetate, ether-based solvents such as diethyl ether, tetrahydrofuran, and dioxane, and glycol ether-based solvents such as ethylene glycol monomethyl ether and ethylene glycol dimethyl ether.
  • ketone-based solvents such as acetone, methyl ethyl ketone, and diethyl ketone
  • alcohol-based solvents such as methanol
  • the amount thereof added is in a range that does not cause problems with the solvent resistance or the VOC, and the amount is preferably in the range of 0.1 to 5 wt % relative to the total amount of the ink composition, and more preferably 0.1 to 3 wt %.
  • the ink composition may contain various types of high molecular weight compounds in order to adjust film physical properties.
  • the high molecular weight compounds include acrylic polymers, polyvinylbutyral resins, polyurethane resins, polyamide resins, polyester resins, epoxy resins, phenol resins, polycarbonate resins, polyvinylbutyral resins, polyvinylformal resins, shellac, vinylic resins, acrylic resins, rubber-based resins, waxes, and other natural resins. They may be used in a combination of two or more types. Among these, a vinylic copolymer obtained by copolymerization of an acrylic monomer is preferable.
  • a copolymer component of the high molecular weight compound a copolymer containing as a structural unit a 'carboxyl group-containing monomer', an 'alkyl methacrylate ester', or an 'alkyl acrylate ester' may preferably be used.
  • the basic compound is preferably added from the viewpoint of improving the storage stability of the ink composition.
  • a basic compound that can be used in the present invention is a known basic compound, and preferred examples thereof include a basic inorganic compound such as an inorganic salt or a basic organic compound such as an amine.
  • the composition may contain as necessary, for example, a leveling additive, a matting agent, a wax for adjusting film physical properties, or a tackifier in order to improve the adhesion to a recording medium such as polyolefin or PET, the tackifier not inhibiting polymerization.
  • a leveling additive for example, a matting agent, a wax for adjusting film physical properties, or a tackifier in order to improve the adhesion to a recording medium such as polyolefin or PET, the tackifier not inhibiting polymerization.
  • the tackifier include high molecular weight tacky polymers described on pp. 5 and 6 of JP-A-2001-49200 (e.g. a copolymer formed from an ester of (meth)acrylic acid and an alcohol having an alkyl group with 1 to 20 carbons, an ester of (meth)acrylic acid and an alicyclic alcohol having 3 to 14 carbons, or an ester of (meth)acrylic acid and an aromatic alcohol having 6 to 14 carbons), and a low molecular weight tackifying resin having a polymerizable unsaturated bond.
  • high molecular weight tacky polymers described on pp. 5 and 6 of JP-A-2001-49200 e.g. a copolymer formed from an ester of (meth)acrylic acid and an alcohol having an alkyl group with 1 to 20 carbons, an ester of (meth)acrylic acid and an alicyclic alcohol having 3 to 14 carbons, or an ester of (meth)acrylic acid and an
  • the ink composition has a viscosity at 25°C of preferably no more than 40 mPa ⁇ s, more preferably 5 to 40 mPa ⁇ s, and yet more preferably 7 to 30 mPa ⁇ s.
  • the viscosity of the ink composition at the discharge temperature is preferably 3 to 15 mPa ⁇ s, and more preferably 3 to 13 mPa ⁇ s.
  • it is preferable that its component ratio is appropriately adjusted so that the viscosity is in the above-mentioned range.
  • the viscosity at room temperature is set to be high, even when a porous recording medium is used, penetration of the ink into the recording medium can be prevented, and uncured monomer can be reduced. Furthermore, ink spreading when ink droplets have landed can be suppressed, and as a result there is the advantage that the image quality is improved.
  • the surface tension of the ink composition of the present invention at 25°C is preferably 20 to 35 mN/m, and more preferably 23 to 33 mN/m.
  • recording medium such as polyolefin, PET, coated paper, and uncoated paper, from the viewpoint of spread and penetration, it is preferably at least 20 mN/m, and from the viewpoint of wettability it is preferably not more than 35 mN/m.
  • the ink composition of the present invention is used for inkjet recording.
  • the inkjet recording method of the present invention is a method for forming an image by discharging the ink composition of the present invention onto a recording medium (support, recording material, etc.) for inkjet recording and curing the ink by irradiating the ink composition so discharged onto the recording medium with actinic radiation.
  • the inkjet recording method of the present invention comprises (a 1 ) a step of discharging the ink composition of the present invention onto a recording medium and (b 1 ) a step of curing the ink composition by irradiating the ink composition so discharged with actinic radiation,
  • the inkjet recording method of the present invention comprises the steps (a 1 ) and (b 1 ) above and thus forms an image from the ink composition cured on the recording medium.
  • the printed material of the present invention is a printed material recorded by the inkjet recording method of the present invention.
  • the step (a 1 ) of the inkjet recording method of the present invention may employ an inkjet recording device that will be described in detail below.
  • An inkjet recording device used in the inkjet recording method of the present invention is not particularly limited, and any known inkjet recording device that can achieve an intended resolution may be used. That is, any known inkjet recording device, such as a commercial product, may be used in order to discharge an ink onto a recording medium in step (a 1 ) of the inkjet recording method of the present invention.
  • the inkjet recording device that can be used in the present invention is equipped with, for example, an ink supply system, a temperature sensor, and an actinic radiation source.
  • the ink supply comprises, for example, a main tank containing the ink composition of the present invention, a supply pipe, an ink supply tank immediately before an inkjet head, a filter, and a piezo system inkjet head.
  • the piezo system inkjet head may be driven so as to discharge a multisize dot of preferably 1 to 100 pL, and more preferably 8 to 30 pL, at a resolution of preferably 320 x 320 to 4,000 x 4,000dpi, more preferably 400 x 400 to 1,600 x 1,600dpi, and yet more preferably 720 x 720 dpi.
  • dpi referred to in the present invention means the number of dots per 2.54 cm.
  • a section from the ink supply tank to the inkjet head is thermally insulated and heated.
  • a method of controlling temperature is not particularly limited, but it is preferable to provide, for example, temperature sensors at a plurality of pipe section positions, and control heating according to the ink flow rate and the temperature of the surroundings.
  • the temperature sensors may be provided on the ink supply tank and in the vicinity of the inkjet head nozzle.
  • the head unit that is to be heated is preferably thermally shielded or insulated so that the device main body is not influenced by the temperature of the outside air. In order to reduce the printer start-up time required for heating, or in order to reduce the thermal energy loss, it is preferable to thermally insulate the head unit from other sections and also to reduce the heat capacity of the entire heated unit.
  • the ink composition is preferably discharged after being heated to preferably 25°C to 80°C, and more preferably 25°C to 50°C, so as to reduce the viscosity of the ink composition to preferably 3 to 15 mPa ⁇ s, and more preferably 3 to 13 mPa ⁇ s.
  • the radiation curing type ink composition such as the ink composition of the present invention generally has a viscosity that is higher than that of a normal ink composition or a water-based ink used for an inkjet recording ink, and variation in viscosity due to a change in temperature at the time of discharge is large. Viscosity variation in the ink has a large effect on changes in liquid droplet size and changes in liquid droplet discharge speed and, consequently, causes the image quality to be degraded. It is therefore necessary to maintain the ink discharge temperature as constant as possible.
  • the control range for the temperature is preferably ⁇ 5°C of a set temperature, more preferably ⁇ 2°C of the set temperature, and yet more preferably ⁇ 1°C of the set temperature.
  • step (b 1 ) of curing the discharged ink composition by irradiating the ink composition with actinic radiation is now explained.
  • the ink composition discharged onto the recording medium cures upon exposure to actinic radiation.
  • an initiating species such as a radical, an acid, or a base being generated by decomposition of the polymerization initiator contained in the ink composition of the present invention by irradiation with actinic radiation, the initiating species functioning so as to make a polymerization reaction of a radically polymerizable compound take place and to promote it.
  • the sensitizing colorant in the system absorbs actinic radiation, becomes excited, and promotes decomposition of the polymerization initiator by contact with the polymerization initiator, thus enabling a curing reaction with higher sensitivity to be achieved.
  • the actinic radiation used in this process may include ⁇ rays, ⁇ rays, an electron beam, X rays, UV rays, visible light, and IR rays. Although it depends on the absorption characteristics of the sensitizing dye, the peak wavelength of the actinic radiation is, for example, 200 to 600 nm, preferably 300 to 450 nm, and more preferably 350 to 420 nm.
  • the polymerization initiation system has sufficient sensitivity for low output actinic radiation.
  • the actinic radiation is applied therefore so that the illumination intensity on the exposed surface is, for example, 10 to 4,000 mW/cm 2 , and preferably 20 to 2,500 mW/cm 2 .
  • UV photocuring inkjet As an actinic radiation source, a mercury lamp, a gas/solid laser, etc. are mainly used, and for UV photocuring inkjet a mercury lamp and a metal halide lamp are widely known.
  • a mercury lamp and a metal halide lamp are widely known.
  • LEDs (UV-LED) and LDs (UV-LD) have small dimensions, long life, high efficiency, and low cost, and their use as a photocuring inkjet light source can be expected.
  • light-emitting diodes and laser diodes (LD) may be used as the source of actinic radiation.
  • a UV ray source when a UV ray source is needed, a UV-LED or a UV-LD may be used.
  • Nichia Corporation has marketed a violet LED having a wavelength of the main emission spectrum of between 365 nm and 420 nm.
  • US Pat. No. 6,084,250 discloses an LED that can emit actinic radiation whose wavelength is centered between 300 nm and 370 nm.
  • another violet LED is available, and irradiation can be carried out with radiation of a different UV bandwidth.
  • the actinic radiation source particularly preferable in the present invention is a UV-LED, and a UV-LED having a peak wavelength at 350 to 420 nm is particularly preferable.
  • the maximum illumination intensity of the LED on a recording medium is preferably 10 to 2,000 mW/cm 2 , more preferably 20 to 1,000 mW/cm 2 , and particularly preferably 50 to 800 mJ/cm 2 .
  • the ink composition of the present invention is desirably exposed to such actinic radiation for, for example, 0.01 to 120 sec., and preferably 0.1 to 90 sec.
  • Irradiation conditions and a basic method for irradiation with actinic radiation are disclosed in JP-A-60-132767 .
  • a light source is provided on either side of a head unit that includes an ink discharge device, and the head unit and the light source are made to scan by a so-called shuttle system.
  • Irradiation with actinic radiation is carried out after a certain time (e.g. 0.01 to 0.5 sec., preferably 0.01 to 0.3 sec., and more preferably 0.01 to 0.15 sec.) has elapsed from when the ink has landed.
  • WO99/54415 discloses, as an irradiation method, a method employing an optical fiber and a method in which a collimated light source is incident on a mirror surface provided on a head unit side face, and a recorded area is irradiated with UV light.
  • the ink composition of the present invention is cured by irradiation with actinic radiation in high sensitivity to thus form an image on the surface of the recording medium.
  • the inkjet recording method of the present invention may suitably employ the ink set of the present invention.
  • the order in which colored ink compositions are discharged is not particularly limited, but it is preferable to apply to a recording medium from a colored ink composition having a low lightness; when the ink composition of the present invention and yellow, cyan, magenta, and black are used, they are preferably applied on top of the recording medium in the order ink composition(s) of the present invention ⁇ yellow ⁇ cyan ⁇ magenta ⁇ black. Furthermore, when white is additionally used, they are preferably applied on top of the recording medium in the order white ⁇ ink composition(s) of the present invention ⁇ yellow ⁇ cyan ⁇ magenta ⁇ black.
  • an ink set of the present invention comprising a total of eight colors, that is, light cyan, light magenta, and light black ink compositions of the present invention and cyan, magenta, black, white, and yellow dark ink compositions may preferably be used, and in this case they are applied on top of the recording medium in the order white ⁇ light cyan ⁇ light magenta ⁇ light black ⁇ yellow ⁇ cyan ⁇ magenta ⁇ black.
  • the recording medium is not particularly limited, and a recording medium known as a support or a recording material may be used.
  • a recording medium known as a support or a recording material examples thereof include paper, paper laminated with a plastic (e.g. polyethylene, polypropylene, polystyrene, etc.), a metal plate (e.g. aluminum, zinc, copper, etc.), a plastic film (e.g. cellulose diacetate, cellulose triacetate, cellulose propionate, cellulose butyrate, cellulose acetate butyrate, cellulose nitrate, polyethylene terephthalate, polyethylene, polystyrene, polypropylene, polycarbonate, polyvinylacetal, etc.), and paper or plastic film laminated or vapor-deposited with the above metal.
  • a non-absorbing recording medium may suitably be used as the recording medium.
  • the ink set of the present invention is not particularly limited as long as it is an ink set having two or more types of ink compositions in combination, the ink set comprising in combination at least one ink composition of the present invention and another ink composition of the present invention or an ink composition other than one of the present invention, and it is preferable for the ink set to comprise at least one ink composition of the present invention having a color selected from light magenta, light cyan, and light black (gray).
  • the ink set of the present invention may be suitably used in the inkjet recording method of the present invention.
  • an ink set of the present invention an ink set comprising in combination four dark ink compositions of yellow, cyan, magenta, and black and at least one ink composition of the present invention
  • the 'dark ink composition' referred to in the present invention means an ink composition for which the content of the colorant exceeds 1 wt % of the entire ink composition.
  • the colorant is not particularly limited; a known colorant may be used, and examples thereof include a pigment and an oil-soluble dye.
  • the ink set of the present invention may comprise an ink composition containing a colorant other than a pigment at 1 wt % or less.
  • the ratio is in the above-mentioned range, a vivid full color image with little feeling of grain can be obtained.
  • compositions used in the present invention are as follows.
  • IRGALITE BLUE GLVO cyan pigment, manufactured by Ciba Specialty Chemicals
  • CINQUASIA MAGENTA RT-335 D magenta pigment, manufactured by Ciba Specialty Chemicals
  • NOVOPERM YELLOW H2G yellow pigment, manufactured by Clariant
  • SPECIAL BLACK 250 black pigment, manufactured by Ciba Specialty Chemicals
  • Tipaque CR60-2 white pigment, manufactured by Ishihara Sangyo Kaisha Ltd.
  • Solsperse 32000 (manufactured by Noveon)
  • Solsperse 36000 (manufactured by Noveon)
  • Solsperse 22000 (manufactured by Noveon)
  • OXT-221 manufactured by Toagosei Co., Ltd.
  • OXT-211 manufactured by Toagosei Co., Ltd.
  • OXT-212 manufactured by Toagosei Co., Ltd.
  • CPI-100P (sulfonium salt, manufactured by San-Apro Ltd.)
  • Dibutoxyanthracene (manufactured by Kawasaki Kasei Chemicals Ltd.)
  • Mill bases for radically polymerizable compositions were prepared as follows.
  • cyan mill base A 300 parts by weight of IRGALITE BLUE GLVO, 600 parts by weight of Actilane 421, and 100 parts by weight of Solsperse 32000 were stirred and mixed to give cyan mill base A.
  • Preparation of cyan mill base A was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 4 hours.
  • magenta mill base B 300 parts by weight of CINQUASIA MAGENTA RT-335 D, 600 parts by weight of Actilane 421, and 100 parts by weight of Solsperse 32000 were stirred and mixed to give magenta mill base B.
  • Preparation of magenta mill base B was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 10 hours.
  • black mill base D 300 parts by weight of SPECIAL BLACK 250, 600 parts by weight of Actilane 421, and 100 parts by weight of Solsperse 32000 were stirred and mixed to give black mill base D.
  • Preparation of black mill base D was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 7 hours.
  • white mill base E 500 parts by weight of Tipaque CR60-2, 450 parts by weight of NK ESTER AMP-10G, and 50 parts by weight of Solsperse 36000 were stirred and mixed to give white mill base E.
  • Preparation of white mill base E was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 4 hours.
  • cyan mill base F 300 parts by weight of IRGALITE BLUE GLVO, 500 parts by weight of Actilane 421, and 200 parts by weight of Disper BYK-168 were stirred and mixed to give cyan mill base F.
  • Preparation of cyan mill base F was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 4 hours.
  • magenta mill base G 300 parts by weight of CINQUASIA MAGENTA RT-335 D, 400 parts by weight of Actilane 421, and 300 parts by weight of Disper BYK-168 were stirred and mixed to give magenta mill base G.
  • Preparation of magenta mill base G was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 10 hours.
  • black mill base H 300 parts by weight of SPECIAL BLACK 250, 500 parts by weight of Actilane 421, and 200 parts by weight of Disper BYK-168 were stirred and mixed to give black mill base H.
  • Preparation of black mill base H was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 7 hours.
  • cyan mill base I 300 parts by weight of IRGALITE BLUE GLVO, 600 parts by weight of Actilane 421, and 100 parts by weight of Solsperse 22000 were stirred and mixed to give cyan mill base I.
  • Preparation of cyan mill base I was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 4 hours.
  • Mill bases for cationically polymerizable compositions were prepared as follows.
  • cyan mill base J 300 parts by weight of IRGALITE BLUE GLVO, 600 parts by weight of OXT-212, and 100 parts by weight of Solsperse 32000 were stirred and mixed to give cyan mill base J.
  • Preparation of cyan mill base J was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 3 hours.
  • magenta mill base K 300 parts by weight of CINQUASIA MAGENTA RT-335 D, 600 parts by weight of OXT-212, and 100 parts by weight of Solsperse 32000 were stirred and mixed to give magenta mill base K.
  • Preparation of magenta mill base K was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 8 hours.
  • yellow mill base L 300 parts by weight of NOVOPERM YELLOW H2G, 600 parts by weight of OXT-212, and 100 parts by weight of Solsperse 32000 were stirred and mixed to give yellow mill base L.
  • Preparation of yellow mill base L was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 8 hours.
  • black mill base M 300 parts by weight of SPECIAL BLACK 250, 600 parts by weight of OXT-212, and 100 parts by weight of Solsperse 32000 were stirred and mixed to give black mill base M.
  • Preparation of black mill base M was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 5.5 hours.
  • white mill base N 500 parts by weight of Tipaque CR60-2, 450 parts by weight of OXT-212, and 50 parts by weight of Solsperse 36000 were stirred and mixed to give white mill base N.
  • Preparation of white mill base N was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 3 hours.
  • cyan mill base O 300 parts by weight of IRGALITE BLUE GLVO, 500 parts by weight of OXT-212, and 200 parts by weight of Disper BYK-168 were stirred and mixed to give cyan mill base O.
  • Preparation of cyan mill base O was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 3 hours.
  • magenta mill base P 300 parts by weight of CINQUASIA MAGENTA RT-335 D, 400 parts by weight of OXT-212, and 300 parts by weight of Disper BYK-168 were stirred and mixed to give magenta mill base P.
  • Preparation of magenta mill base P was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 8 hours.
  • black mill base Q 300 parts by weight of SPECIAL BLACK 250, 500 parts by weight of OXT-212, and 200 parts by weight of Disper BYK-168 were stirred and mixed to give black mill base Q.
  • Preparation of black mill base Q was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 5.5 hours.
  • cyan mill base R 300 parts by weight of IRGALITE BLUE GLVO, 600 parts by weight of OXT-212, and 100 parts by weight of Solsperse 22000 were stirred and mixed to give cyan mill base R.
  • Preparation of cyan mill base R was carried out by putting it into an M50 disperser motor mill (manufactured by Eiger) and dispersing using zirconia beads having a diameter of 0.65 mm at a peripheral speed of 9 m/s for 3 hours.
  • the ink supply system comprised a main tank, a supply pipe, an ink supply tank immediately before an inkjet head, a filter, and a piezo type inkjet head, and a section from the ink supply tank to the inkjet head was thermally insulated and heated. Temperature sensors were provided on the ink supply tank and in the vicinity of the nozzle of the inkjet head, and the temperature was controlled so that the nozzle section was always at 45°C ⁇ 2°C.
  • the piezo type inkjet head was driven so as to discharge multisize dots of 8 to 30 pL at a resolution of 720 x 720 dpi.
  • the exposure system, the main scanning speed, and the discharge frequency were adjusted so that, after landing, UV light was focused to give an exposure area illumination intensity of 1,630 mW/cm 2 , and irradiation started 0.1 sec. after the ink landed on the recording medium.
  • the cumulative amount of light applied to an image was adjusted so as to be 1,500 mJ/cm 2 .
  • the UV lamp employed a HAN250NL high-cure mercury lamp (manufactured by GS Yuasa Corporation).
  • dpi referred to in the present invention denotes the number of dots per 2.54 cm.
  • the recording medium employed an E5000 ester film (film thickness 125 ⁇ m, manufactured by Toyobo Co., Ltd.).
  • a solid printed image having an average film thickness of 12 ⁇ m was formed, and the stickiness of the image was evaluated by touch after the image was irradiated with ultraviolet rays.
  • the curing sensitivity was evaluated using the following criteria.
  • an E5000 ester film (film thickness 125 ⁇ m, manufactured by Toyobo Co., Ltd.) was used as a recording medium, and three solid printed images having average image area film thicknesses of 12 ⁇ m, 24 ⁇ m, and 36 ⁇ m were formed.
  • the bending test involved bending once at 25°C the recording medium on which an image had been formed, and an evaluation was carried out of the presence or absence of cracks in the image area. In general, when the average film thickness was large, the distortion occurring in the image area when bending the image area became large, and cracks easily occurred. That is, testing whether or not cracks occurred in an image area having a larger film thickness gave a measure of the flexibility.
  • the evaluation criteria were as follows.
  • particle size was measured using an FPAR-1000 (manufactured by Otsuka Electronics Co., Ltd.).
  • OXT-221 was used as a diluent solvent in order to adjust the concentration.
  • the components below were stirred using a high-speed water-cooled stirrer to give a light black UV inkjet ink.
  • the viscosity was 17 mPa ⁇ s.
  • magenta mill base B 13.0 parts Disper BYK-168 2.0 parts
  • FANCRYL 512A 55.4 parts
  • N -Vinylcaprolactam 10.0 parts
  • KAYARAD DPCA-60 1.4 parts
  • Rapi-Cure DVE-3 3.0 parts
  • FIRSTCURE ST-1 0.3 parts Lucirin TPO 9.0 parts Benzophenone 3.2 parts FIRSTCURE ITX 3.00 parts KF-353 0.06 parts
  • the inkjet recording device had a total of eight ink supply systems, and each ink supply system independently comprised a main tank, a supply pipe, an ink supply tank immediately before an inkjet head, a filter, and a piezo type inkjet head.
  • the ink tanks were charged respectively with the light cyan ink, the light magenta ink, and the light black ink prepared in Examples 1 to 3, and the cyan ink R1, the magenta ink R2, the yellow ink R3, the black ink R4, and the white ink R5, and a section from the ink supply tank to the inkjet head was thermally insulated and heated.
  • Temperature sensors were provided on the ink supply tank and in the vicinity of the nozzle of the inkjet head, and the temperature was controlled so that the nozzle section was always at 45°C ⁇ 2°C.
  • Eight of the piezo type inkjet heads were arranged in parallel and were driven simultaneously so as to discharge multisize dots of 8 to 30 pL at a resolution of 720 x 720 dpi.
  • the exposure system, the main scanning speed, and the discharge frequency were adjusted so that, after landing, UV light was focused to give an exposure area illumination intensity of 1,630 mW/cm 2 , and irradiation started 0.1 to 0.3 sec. after the ink landed on the recording medium.
  • the cumulative amount of light applied to an image was adjusted so as to be 1,500 mJ/cm 2 .
  • the UV lamp employed an HAN250NL high-cure mercury lamp (manufactured by GS Yuasa Corporation).
  • dpi referred to in the present invention denotes the number of dots per 2.54 cm.
  • the recording medium employed an E5000 ester film (film thickness 125 ⁇ m, manufactured by Toyobo Co., Ltd.).
  • a 12 ⁇ m thick composite black solid image was formed using all 8 of the inks charged. The results are given in Table 1.

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EP08002529.9A 2007-02-26 2008-02-12 Composition d'encre, procédé d'enregistrement à jet d'encre, matériau imprimé et ensemble d'encres Active EP1964893B2 (fr)

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Citations (158)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2833827A (en) 1955-01-17 1958-05-06 Bayer Ag Tri (3, 5-di lower alkyl-4-hydroxy phenyl)-sulfonium chlorides and method of preparing same
US3214463A (en) 1960-05-12 1965-10-26 Du Pont Uv-absorbing sulfonated benzophenone derivatives
JPS4420189B1 (fr) 1965-06-03 1969-08-30
JPS4537377B1 (fr) 1965-06-03 1970-11-27
US3567453A (en) 1967-12-26 1971-03-02 Eastman Kodak Co Light sensitive compositions for photoresists and lithography
JPS4642363B1 (fr) 1968-10-09 1971-12-15
JPS473981B1 (fr) 1968-06-11 1972-02-03
JPS476416B1 (fr) 1968-04-16 1972-02-23
JPS4722326B1 (fr) 1968-07-26 1972-06-22
JPS4723664B1 (fr) 1968-07-26 1972-07-01
JPS4830492B1 (fr) 1969-10-07 1973-09-20
JPS4842965B1 (fr) 1968-04-02 1973-12-15
GB1388492A (en) 1971-09-03 1975-03-26 Minnesota Mining & Mfg Chromophore-substituted halomethyl-s-triazines
US3902144A (en) 1973-04-26 1975-08-26 Siemens Ag Resilient mounting arrangement for the non-movable magnetic member of an electromagnetic switching apparatus
US3901710A (en) 1972-08-26 1975-08-26 Agfa Gevaert Ag Photographic material comprising a light-sensitive 1,4-dihydropyridine derivative
JPS5182102A (en) 1974-12-10 1976-07-19 Basf Ag Insatsuinki oyobi hifukuzairyonotameno hikarijugokanonaketsugozai
JPS5214279B2 (fr) 1974-05-02 1977-04-20
JPS5214278B2 (fr) 1974-05-02 1977-04-20
JPS52134692A (en) 1976-05-04 1977-11-11 Fuji Photo Film Co Ltd Photopolymerizable composition
JPS53702A (en) 1975-12-23 1978-01-06 Dynachem Corp Adhesion promoting agent for polymerized film
DE2641100A1 (de) 1976-09-13 1978-03-16 Hoechst Ag Lichtempfindliche kopierschicht
JPS53133022A (en) 1977-04-23 1978-11-20 Du Pont Light sensitive element
JPS53133428A (en) 1977-04-25 1978-11-21 Hoechst Ag Radiation sensitive copying constitute
JPS5448535A (en) 1977-08-31 1979-04-17 Konishiroku Photo Ind Co Ltd Color photographic material
US4181531A (en) 1978-04-07 1980-01-01 E. I. Du Pont De Nemours And Company Positive non-silver systems containing nitrofuryldihydropyridine
JPS5534414B2 (fr) 1972-06-02 1980-09-06
JPS55500806A (fr) 1978-10-19 1980-10-16
JPS5621141B2 (fr) 1975-10-16 1981-05-18
JPS5675643A (en) 1979-11-07 1981-06-22 Hoechst Ag Photopolymerizable mixture and photopolymerizable copying material using same
DE3021590A1 (de) 1980-06-09 1981-12-17 Hoechst Ag, 6000 Frankfurt 4-halogen-5-(halogenmethyl-phenyl)-oxazol-derivate, ein verfahren zu ihrer herstellung und sie enthaltenden strahlungsempfindliche massen
DE3021599A1 (de) 1980-06-09 1981-12-24 Hoechst Ag, 6000 Frankfurt 2-(halogenmethyl-phenyl)-4-halogenoxazol-derivate, ein verfahren zu ihrer herstellung und sie enthaltende strahlungsempfindliche massen
EP0044115A1 (fr) 1980-07-14 1982-01-20 Akzo N.V. Composition de revêtement thermodurcissable contenant un catalyseur acide bloqué
EP0046083A2 (fr) 1980-08-11 1982-02-17 Minnesota Mining And Manufacturing Company Agents surfactifs bloqués photolabiles et compositions de revêtement les contenant
JPS579053B2 (fr) 1978-01-09 1982-02-19
JPS5730704A (en) 1980-06-24 1982-02-19 Bayer Ag Photopolymerizable mixture containing aroylphosphoric acid ester as photoinitiator
US4318791A (en) 1977-12-22 1982-03-09 Ciba-Geigy Corporation Use of aromatic-aliphatic ketones as photo sensitizers
US4343891A (en) 1980-05-23 1982-08-10 Minnesota Mining And Manufacturing Company Fixing of tetra (hydrocarbyl) borate salt imaging systems
JPS57156264A (en) 1981-03-20 1982-09-27 Fuji Photo Film Co Ltd Ink jet recording system
US4371605A (en) 1980-12-09 1983-02-01 E. I. Du Pont De Nemours And Company Photopolymerizable compositions containing N-hydroxyamide and N-hydroxyimide sulfonates
EP0084515A2 (fr) 1982-01-11 1983-07-27 Ciba-Geigy Ag Composition durcissable par un acide contenant un catalyseur masqué et procédé de durcissement
JPS58185677A (ja) 1982-04-22 1983-10-29 Konishiroku Photo Ind Co Ltd 紫外線吸収剤
US4431774A (en) 1981-09-14 1984-02-14 Ciba-Geigy Corporation Process for the curing of stoving lacquers
EP0101122A1 (fr) 1982-08-09 1984-02-22 Akzo N.V. Composition de revêtement thermodurcissable contenant un acide bloqué comme catalyseur
EP0104143A1 (fr) 1982-09-18 1984-03-28 Ciba-Geigy Ag Compositions photopolymérisables contenant des sels diaryliodosyles
EP0109773A2 (fr) 1982-10-25 1984-05-30 Minnesota Mining And Manufacturing Company Systèmes formateurs d'images à dispersion à base de sels tétra(hydrocarbyl) borate
EP0109772A2 (fr) 1982-10-25 1984-05-30 Minnesota Mining And Manufacturing Company Fixage de systèmes formateurs d'images à base de sel de tétra(hydrocarbyl) borate
JPS59138205A (ja) 1983-01-20 1984-08-08 チバ−ガイギ− アクチエンゲゼルシヤフト 被覆組成物およびその硬化方法
JPS59152396A (ja) 1983-02-11 1984-08-31 チバ−ガイギ− アクチエンゲゼルシヤフト メタロセン,その製造方法およびメタロセンを含む光重合性組成物
JPS59174831A (ja) 1983-03-24 1984-10-03 Fuji Photo Film Co Ltd 光重合性組成物
JPS5942864B2 (ja) 1979-04-13 1984-10-18 京セラミタ株式会社 投影用原稿の作成方法及びそれに用いる静電写真用転写フイルム
JPS608047B2 (ja) 1978-07-14 1985-02-28 バスフ アクチェン ゲゼルシャフト 光硬化性のポリエステル樹脂組成物
JPS6056557A (ja) 1983-09-09 1985-04-02 Canon Inc インクジェット記録方法
DE3333450A1 (de) 1983-09-16 1985-04-11 Hoechst Ag, 6230 Frankfurt Trihalogenmethylgruppen enthaltende carbonylmethylenheterocyclen, verfahren zu ihrer herstellung und lichtempfindliches gemisch, das diese verbindungen enthaelt
DE3337024A1 (de) 1983-10-12 1985-04-25 Hoechst Ag, 6230 Frankfurt Lichtempfindliche, trichlormethylgruppen aufweisende verbindungen, verfahren zu ihrer herstellung und diese verbindungen enthaltendes lichtempfindliches gemisch
JPS6084305A (ja) 1983-08-30 1985-05-13 バスフ アクチェン ゲゼルシャフト 光重合可能な混合物
JPS6026483B2 (ja) 1972-07-28 1985-06-24 チバ・ガイギ−・アクチエンゲゼルシヤフト 不飽和化合物を含む重合系の光重合反応用増感剤
JPS6026403B2 (ja) 1977-05-17 1985-06-24 メルク・パテント・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング 不飽和化合物の光重合用光増感剤
JPS60132767A (ja) 1983-12-21 1985-07-15 Seikosha Co Ltd インクジエツトプリンタ
EP0156153A1 (fr) 1984-03-22 1985-10-02 Maschinenfabrik Rieter Ag Dispositif pour contrôler la qualité du fil
JPS60198538A (ja) 1984-03-22 1985-10-08 Toshiba Corp ポジ型レジスト材料
DE3435443A1 (de) 1984-09-27 1986-04-03 Agfa-Gevaert Ag, 5090 Leverkusen Fotografisches aufzeichnungsmaterial
JPS61151197A (ja) 1984-12-20 1986-07-09 チバ‐ガイギー アーゲー チタノセン類およびこれらのチタノセン類を含有する照射重合開始剤
JPS61190537A (ja) 1985-01-22 1986-08-25 チバーガイギー アクチエンゲゼルシヤフト 2―(2―ヒドロキシ―3―分枝アルキル―5―メチルフェニル)―2h―ベンゾトリアゾール混合物,該混合物の製造法,および該混合物からなる安定剤
JPS61194062A (ja) 1985-02-21 1986-08-28 メルク・パテント・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング チオ置換ケトン化合物を用いる光重合開始剤
US4618564A (en) 1984-05-25 1986-10-21 Ciba-Geigy Corporation Process for production of positive images using sulfonic acid precursors
EP0199672A1 (fr) 1985-04-12 1986-10-29 Ciba-Geigy Ag Sulfonates d'oximes contenant des groupes réactifs
JPS6218537A (ja) 1985-07-16 1987-01-27 ザ・ミ−ド・コ−ポレ−シヨン 共開始剤として第三アミンを含有する感光性マイクロカプセルを用いた造像材料
JPS6221572A (ja) 1985-07-22 1987-01-29 Canon Inc 記録装置
JPS626223B2 (fr) 1979-03-06 1987-02-09 Fuji Photo Film Co Ltd
JPS6258241A (ja) 1985-09-09 1987-03-13 Fuji Photo Film Co Ltd 感光性組成物
JPS6281345A (ja) 1985-09-28 1987-04-14 チバ―ガイギー アクチェンゲゼルシャフト 共重合性光開始剤
EP0223739A1 (fr) 1985-11-06 1987-05-27 Ciba-Geigy Ag Dibenzoxaphosphorine
JPS62135826A (ja) 1985-12-09 1987-06-18 Konishiroku Photo Ind Co Ltd 熱現像感光材料
JPS62173463A (ja) 1986-01-28 1987-07-30 Fuji Photo Film Co Ltd 画像形成方法
JPS62183457A (ja) 1986-02-07 1987-08-11 Fuji Photo Film Co Ltd 画像形成方法
EP0233567A2 (fr) 1986-02-14 1987-08-26 BASF Aktiengesellschaft Compositions durcissables contenant des sels N-sulfonylaminosulfonium comme catalyseurs cationiquement actifs
JPS62262047A (ja) 1986-04-30 1987-11-14 イ−ストマン コダツク カンパニ− 写真要素
JPS6341484A (ja) 1986-08-01 1988-02-22 チバ−ガイギ− ア−ゲ− チタノセン、それらの製造法およびそれらを含有する組成物
JPS6314340B2 (fr) 1980-09-17 1988-03-30 Fuji Photo Film Co Ltd
US4743528A (en) 1986-11-21 1988-05-10 Eastman Kodak Company Enhanced imaging composition containing an azinium activator
JPS63113536A (ja) 1986-10-21 1988-05-18 イーストマン コダック カンパニー 複素環式リン化合物安定剤を含む写真要素
JPS63138345A (ja) 1986-11-21 1988-06-10 イーストマン コダック カンパニー 写真像形成性システム
JPS63142346A (ja) 1986-11-21 1988-06-14 イーストマン コダック カンパニー ネガ形フォトレジスト
JPS63143537A (ja) 1986-11-21 1988-06-15 イーストマン コダック カンパニー ネガ型フォトレジスト
EP0271851A2 (fr) 1986-12-16 1988-06-22 E.I. Du Pont De Nemours And Company Compositions photosensibles pour la fabrication de couches pour traitement multiples avec des poudres
JPS63163351A (ja) 1986-12-25 1988-07-06 Konica Corp 色素画像の堅牢性が改良されたハロゲン化銀写真感光材料
US4760013A (en) 1987-02-17 1988-07-26 International Business Machines Corporation Sulfonium salt photoinitiators
JPS6340799B2 (fr) 1978-07-14 1988-08-12 Basf Ag
EP0284561A2 (fr) 1987-03-26 1988-09-28 Ciba-Geigy Ag Alpha-aminoacétophénones comme photo-initiateurs
EP0290750A2 (fr) 1987-03-19 1988-11-17 Xytronyx, Inc. Systèmes pour la visualisation de l'exposition à la lumière ultra-violette et pour l'emploi de la lumière UV pour obtenir des changements de couleur
JPS6361950B2 (fr) 1981-03-16 1988-11-30
EP0297442A1 (fr) 1987-07-01 1989-01-04 BASF Aktiengesellschaft Sels de sulfonium contenant des groupes labiles en milieu acide
EP0297443A2 (fr) 1987-07-01 1989-01-04 BASF Aktiengesellschaft Mélange photosensible pour matériaux de revêtement photosensibles
JPS6418143A (en) 1987-07-14 1989-01-20 Nippon Kayaku Kk Photosensitive resin composition
JPS6433104A (en) 1987-06-25 1989-02-03 Ciba Geigy Ag Photopolymerizable composition
US4814262A (en) 1986-10-10 1989-03-21 Megumi Ide Silver halide photographic light-sensitive material to provide dye-image with improved color-fastness to light
EP0309401A1 (fr) 1987-09-21 1989-03-29 Ciba-Geigy Ag Stabilisation d'enduits par des amines N-hydroxy substituées avec empêchement stérique
EP0309402A1 (fr) 1987-09-21 1989-03-29 Ciba-Geigy Ag Stabilisateurs à base d'amines avec empêchement stérique N-substituées
EP0310552A1 (fr) 1987-09-30 1989-04-05 Ciba-Geigy Ag Stabilisateurs pour des matériaux de reproduction photographique couleur
EP0310551A2 (fr) 1987-09-30 1989-04-05 Ciba-Geigy Ag Dérivés phénoliques du thiane
US4837124A (en) 1986-02-24 1989-06-06 Hoechst Celanese Corporation High resolution photoresist of imide containing polymers
JPH01152109A (ja) 1987-12-09 1989-06-14 Toray Ind Inc 光重合性組成物
JPH01304453A (ja) 1988-06-02 1989-12-08 Toyobo Co Ltd 光重合性組成物
JPH02782A (ja) 1987-12-28 1990-01-05 Ciba Geigy Ag 新規な2―(2―ヒドロキシフェニル)ベンゾトリアゾール誘導体
JPH02249A (ja) 1987-12-01 1990-01-05 Ciba Geigy Ag チタノセンおよびそれを含有する光重合性組成物
JPH024705A (ja) 1988-03-24 1990-01-09 Dentsply Internatl Inc 光硬化性組成物用チタナート開始剤
JPH029596B2 (fr) 1980-05-27 1990-03-02 Basf Ag
JPH029597B2 (fr) 1980-09-15 1990-03-02 Basf Ag
JPH0271262A (ja) 1987-10-09 1990-03-09 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
JPH0296514A (ja) 1988-03-01 1990-04-09 Alza Corp 経皮薬物投与の感作と刺激の軽減方法とそのための手段
EP0370693A2 (fr) 1988-11-21 1990-05-30 Eastman Kodak Company Sels onium et leur utilisation comme photoinitiateur
JPH02150848A (ja) 1988-12-02 1990-06-11 Hitachi Ltd 光退色性放射線感応性組成物およびそれを用いたパターン形成法
US4933377A (en) 1988-02-29 1990-06-12 Saeva Franklin D Novel sulfonium salts and the use thereof as photoinitiators
JPH02211452A (ja) 1988-12-01 1990-08-22 Polychrome Corp 光開始剤
EP0388343A2 (fr) 1989-03-14 1990-09-19 International Business Machines Corporation Photoréserve avec amplification chimique
JPH02245756A (ja) 1989-03-20 1990-10-01 Hitachi Ltd パタン形成材料とそれを用いたパタン形成方法
JPH02262654A (ja) 1988-12-06 1990-10-25 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
US4980275A (en) 1988-04-13 1990-12-25 Eastman Kodak Company Photographic material and process comprising a dye stabilizer
EP0422570A2 (fr) 1989-10-10 1991-04-17 International Business Machines Corporation Compositions de photoinitiateurs sensibles à la lumiere UV, utilisation de ces compositions et compositions sensibles aux radiations
JPH03101686A (ja) 1989-08-04 1991-04-26 Ciba Geigy Ag モノ―及びジ―アシルホスフィンオキシド
JPH03121449A (ja) 1989-07-25 1991-05-23 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
EP0459416A2 (fr) 1990-05-28 1991-12-04 Fuji Photo Film Co., Ltd. El˩ment fixateur de colorant
JPH04298503A (ja) 1990-05-10 1992-10-22 Ciba Geigy Ag 輻射線硬化性、光安定化組成物
JPH04365048A (ja) 1991-06-12 1992-12-17 Fuji Photo Film Co Ltd 感光性組成物
JPH0561166A (ja) 1991-05-28 1993-03-12 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
JPH05119449A (ja) 1991-10-25 1993-05-18 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
JPH05142772A (ja) 1991-11-26 1993-06-11 Fuji Photo Film Co Ltd 光重合性組成物
JPH05194483A (ja) 1991-07-03 1993-08-03 Ciba Geigy Ag フェニルチオフェニルケトン
JPH05197075A (ja) 1991-09-05 1993-08-06 Ciba Geigy Ag 紫外線吸収剤を含有する写真フィルム材料
JPH05281728A (ja) 1992-04-01 1993-10-29 Fuji Photo Film Co Ltd 光重合性組成物
JPH05345790A (ja) 1991-09-23 1993-12-27 Ciba Geigy Ag アルキルビスアシルホスフインオキシド
JPH069714A (ja) 1992-06-29 1994-01-18 Sumitomo Chem Co Ltd 光重合性組成物及び光制御板の製造方法
JPH0643633A (ja) 1992-05-06 1994-02-18 Kyowa Hakko Kogyo Co Ltd 化学増幅型レジスト組成物
JPH06250387A (ja) 1993-03-01 1994-09-09 Sumitomo Chem Co Ltd キノンジアジドスルホン酸エステルの製法及び該製法により得られたキノンジアジドスルホン酸エステルを含有してなる感放射線性樹脂組成物
JPH06298818A (ja) 1993-03-18 1994-10-25 Ciba Geigy Ag ビスアシルホスフィンオキシド光開始剤を含む硬化組成物
JPH06308727A (ja) 1993-04-19 1994-11-04 Fuji Photo Film Co Ltd 光重合性組成物
JPH08501291A (ja) 1992-09-07 1996-02-13 チバ−ガイギー アクチエンゲゼルシャフト ヒドロキシフェニル−s−トリアジン
JPH0854735A (ja) 1994-08-15 1996-02-27 Fuji Photo Film Co Ltd 光重合性組成物
JPH0853427A (ja) 1994-07-27 1996-02-27 Ciba Geigy Ag 赤色側にシフトされたトリス−アリール−s−トリアジンおよびそれらにより安定化された組成物
JPH08239368A (ja) 1994-10-10 1996-09-17 Ciba Geigy Ag ビスレゾルシニルトリアジン
JPH08324137A (ja) 1996-07-01 1996-12-10 Konica Corp 画像記録体およびその製造方法
JPH0934057A (ja) 1995-06-19 1997-02-07 Eastman Kodak Co 特定の置換基を有し、2′−ヒドロキシフェニルベンズトリアゾールを基にした紫外線吸収ポリマーおよびそれを含有する写真要素
JPH1088106A (ja) 1996-08-16 1998-04-07 Eastman Kodak Co 紫外線吸収性ポリマー粒子
JPH10182621A (ja) 1996-11-20 1998-07-07 Ciba Specialty Chem Holding Inc ヒドロキシフェニルトリアジン
WO1999029787A2 (fr) * 1997-12-05 1999-06-17 Xaar Technology Limited Compositions d'encre pour l'impression a jet d'encre sous cuisson electronique
WO1999054415A1 (fr) 1998-04-15 1999-10-28 Nof Corporation Procede de formation d'un film et d'une composition de revetement
US6084250A (en) 1997-03-03 2000-07-04 U.S. Philips Corporation White light emitting diode
JP2001031892A (ja) 1999-07-23 2001-02-06 Toyo Ink Mfg Co Ltd 紫外線硬化型塗料組成物及びその利用
JP2001040068A (ja) 1999-07-27 2001-02-13 Asahi Denka Kogyo Kk 光重合性組成物
JP2001049200A (ja) 1999-08-11 2001-02-20 Soken Chem & Eng Co Ltd アクリル系粘着剤組成物、該組成物を用いた粘着テープの製造方法および粘着テープ
JP2001055507A (ja) 1999-08-19 2001-02-27 Kansai Paint Co Ltd 活性エネルギー線硬化性組成物およびその被膜形成方法
JP2001220526A (ja) 2000-02-09 2001-08-14 Brother Ind Ltd インクジェット記録方式用エネルギー線硬化型組成物
JP2001310937A (ja) 2000-04-27 2001-11-06 Hitachi Chem Co Ltd 硬化性オキセタン組成物およびその硬化方法ならびにその方法により得られる硬化物
JP2001310938A (ja) 2000-04-28 2001-11-06 Showa Denko Kk 重合性組成物、その硬化物と製造方法
EP1477537A1 (fr) * 2003-05-14 2004-11-17 Konica Minolta Medical & Graphic Inc. Assortiment d'encres pour imprimantes à jet d'encre et méthode d'enregistrement l'utilisant
WO2005061634A1 (fr) * 2003-12-20 2005-07-07 Fujifilm Imaging Colorants Limited Encres pour jet d'encre durcissables par faisceau de particules
US20050196697A1 (en) * 2004-03-05 2005-09-08 Konica Minolta Medical & Graphic, Inc. Actinic ray curable composition, image forming method using the same and ink-jet recording apparatus using the same
EP1772497A1 (fr) * 2004-05-06 2007-04-11 Agfa Graphics N.V. Compositions d'encre durcissantes pour impression par jet d'encre

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001048100A1 (fr) * 1999-12-27 2001-07-05 Seiko Epson Corporation Encre, procede d'enregistrement a l'aide de cette derniere et impression
US20030083396A1 (en) * 2001-07-23 2003-05-01 Ylitalo Caroline M. Ink jet ink compositions
JP4165862B2 (ja) * 2001-08-22 2008-10-15 キヤノン株式会社 サーマルインクジェット記録用インク、インクセット、インクジェット記録方法、インクジェット記録装置、記録ユニット及びインクカートリッジ
JP2004051924A (ja) 2002-07-24 2004-02-19 Konica Minolta Holdings Inc インクジェット記録用インクの保存方法及び画像形成方法
JP2004091698A (ja) * 2002-09-02 2004-03-25 Konica Minolta Holdings Inc 活性光線硬化型組成物、活性光線硬化型インクとそれを用いた画像形成方法及びインクジェット記録装置
JP4321050B2 (ja) * 2002-11-20 2009-08-26 コニカミノルタホールディングス株式会社 画像記録装置及び画像記録方法
JP4561031B2 (ja) 2002-11-27 2010-10-13 コニカミノルタホールディングス株式会社 活性光線硬化型インクジェット無溶剤インク及び画像形成方法
US7244473B2 (en) 2003-04-22 2007-07-17 Konica Minolta Medical & Graphic, Inc. Active ray curable ink-jet composition, image forming method using the same, ink-jet recording apparatus, and triarylsulfonium salt compound
FR2857122A1 (fr) 2003-07-03 2005-01-07 Thomson Licensing Sa Procede de navigation dans un ensemble de documents sonores a l'aide d'une interface graphique, et recepteur pour la navigation selon le procede
US7303787B2 (en) 2003-10-06 2007-12-04 Konica Minolta Medical & Graphic, Inc. Active ray curable ink-jet composition, image forming method using the same, and ink-jet recording apparatus
JP4595311B2 (ja) 2003-11-06 2010-12-08 コニカミノルタエムジー株式会社 活性光線硬化型インクジェットインク組成物、それを用いた画像形成方法及びインクジェット記録装置
US20050219340A1 (en) 2004-04-06 2005-10-06 Konica Minolta Medical & Graphic, Inc. Actinic ray curable ink composition, image forming method and ink-jet recording apparatus using the same
WO2006027966A1 (fr) 2004-09-09 2006-03-16 Konica Minolta Medical & Graphic, Inc. Encre active figeable par rayonnement pour impression jet d’encre, méthode d'impression d’image à l’aide de cette encre, et dispositif d’enregistrement par impression jet d’encre
US20060052473A1 (en) 2004-09-09 2006-03-09 Konica Minolta Medical & Graphic, Inc. Actinic ray curable ink-jet ink, image forming method and ink-jet recording apparatus
JP4710317B2 (ja) * 2004-12-17 2011-06-29 東洋インキScホールディングス株式会社 ポリ塩化ビニルシート用活性エネルギー線硬化型インクジェットインキ
JP4779136B2 (ja) * 2005-04-21 2011-09-28 ゼネラル株式会社 インクジェット用インク
JPWO2006126416A1 (ja) * 2005-05-25 2008-12-25 コニカミノルタエムジー株式会社 活性光線硬化型組成物と、それを用いた活性光線硬化型インク、画像形成方法及びインクジェット記録装置
JP2006334925A (ja) * 2005-06-02 2006-12-14 Konica Minolta Medical & Graphic Inc 画像形成方法及びインクジェット記録装置
JP5236171B2 (ja) * 2006-02-27 2013-07-17 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、平版印刷版の製造方法
JP2007262178A (ja) * 2006-03-28 2007-10-11 Fujifilm Corp インク組成物、インクジェット記録方法、印刷物、及び、平版印刷版の製造方法
JP5189258B2 (ja) * 2006-07-28 2013-04-24 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、平版印刷版の製造方法
JP2008075067A (ja) 2006-08-22 2008-04-03 Seiko Epson Corp 光硬化型インクセット、これを用いた印刷方法、印刷装置及び印刷物
JP5258237B2 (ja) 2006-09-14 2013-08-07 富士フイルム株式会社 インク組成物、インクジェット記録方法、平版印刷版の製造方法、及び平版印刷版
ATE425876T1 (de) * 2006-11-30 2009-04-15 Fujifilm Corp Tintenzusammensetzung zur tintenstrahlaufzeichnung und verfahren zur tintenstrahlaufzeichnung
JP5247096B2 (ja) * 2007-09-18 2013-07-24 富士フイルム株式会社 インクジェット記録用インク組成物、及び、インクジェット記録方法
JP5227560B2 (ja) * 2007-09-28 2013-07-03 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物の製造方法
JP5241211B2 (ja) * 2007-11-28 2013-07-17 富士フイルム株式会社 インク組成物、及び、インクジェット記録方法
JP5419343B2 (ja) * 2007-12-14 2014-02-19 富士フイルム株式会社 インクジェット記録用インク組成物、及び、インクジェット記録方法
JP5254632B2 (ja) * 2008-02-07 2013-08-07 富士フイルム株式会社 インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物

Patent Citations (164)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2833827A (en) 1955-01-17 1958-05-06 Bayer Ag Tri (3, 5-di lower alkyl-4-hydroxy phenyl)-sulfonium chlorides and method of preparing same
US3214463A (en) 1960-05-12 1965-10-26 Du Pont Uv-absorbing sulfonated benzophenone derivatives
JPS4420189B1 (fr) 1965-06-03 1969-08-30
JPS4537377B1 (fr) 1965-06-03 1970-11-27
US3567453A (en) 1967-12-26 1971-03-02 Eastman Kodak Co Light sensitive compositions for photoresists and lithography
JPS4842965B1 (fr) 1968-04-02 1973-12-15
JPS476416B1 (fr) 1968-04-16 1972-02-23
JPS473981B1 (fr) 1968-06-11 1972-02-03
JPS4722326B1 (fr) 1968-07-26 1972-06-22
JPS4723664B1 (fr) 1968-07-26 1972-07-01
JPS4642363B1 (fr) 1968-10-09 1971-12-15
JPS4830492B1 (fr) 1969-10-07 1973-09-20
GB1388492A (en) 1971-09-03 1975-03-26 Minnesota Mining & Mfg Chromophore-substituted halomethyl-s-triazines
JPS5534414B2 (fr) 1972-06-02 1980-09-06
JPS6026483B2 (ja) 1972-07-28 1985-06-24 チバ・ガイギ−・アクチエンゲゼルシヤフト 不飽和化合物を含む重合系の光重合反応用増感剤
US3901710A (en) 1972-08-26 1975-08-26 Agfa Gevaert Ag Photographic material comprising a light-sensitive 1,4-dihydropyridine derivative
US3902144A (en) 1973-04-26 1975-08-26 Siemens Ag Resilient mounting arrangement for the non-movable magnetic member of an electromagnetic switching apparatus
JPS5214279B2 (fr) 1974-05-02 1977-04-20
JPS5214278B2 (fr) 1974-05-02 1977-04-20
JPS5182102A (en) 1974-12-10 1976-07-19 Basf Ag Insatsuinki oyobi hifukuzairyonotameno hikarijugokanonaketsugozai
JPS5621141B2 (fr) 1975-10-16 1981-05-18
JPS53702A (en) 1975-12-23 1978-01-06 Dynachem Corp Adhesion promoting agent for polymerized film
JPS52134692A (en) 1976-05-04 1977-11-11 Fuji Photo Film Co Ltd Photopolymerizable composition
DE2641100A1 (de) 1976-09-13 1978-03-16 Hoechst Ag Lichtempfindliche kopierschicht
JPS53133022A (en) 1977-04-23 1978-11-20 Du Pont Light sensitive element
JPS53133428A (en) 1977-04-25 1978-11-21 Hoechst Ag Radiation sensitive copying constitute
JPS6026403B2 (ja) 1977-05-17 1985-06-24 メルク・パテント・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング 不飽和化合物の光重合用光増感剤
JPS5448535A (en) 1977-08-31 1979-04-17 Konishiroku Photo Ind Co Ltd Color photographic material
JPH0134242B2 (fr) 1977-12-22 1989-07-18 Ciba Geigy
US4318791A (en) 1977-12-22 1982-03-09 Ciba-Geigy Corporation Use of aromatic-aliphatic ketones as photo sensitizers
JPS579053B2 (fr) 1978-01-09 1982-02-19
US4181531A (en) 1978-04-07 1980-01-01 E. I. Du Pont De Nemours And Company Positive non-silver systems containing nitrofuryldihydropyridine
JPS6340799B2 (fr) 1978-07-14 1988-08-12 Basf Ag
JPS608047B2 (ja) 1978-07-14 1985-02-28 バスフ アクチェン ゲゼルシャフト 光硬化性のポリエステル樹脂組成物
JPS55500806A (fr) 1978-10-19 1980-10-16
JPS626223B2 (fr) 1979-03-06 1987-02-09 Fuji Photo Film Co Ltd
JPS5942864B2 (ja) 1979-04-13 1984-10-18 京セラミタ株式会社 投影用原稿の作成方法及びそれに用いる静電写真用転写フイルム
JPS5675643A (en) 1979-11-07 1981-06-22 Hoechst Ag Photopolymerizable mixture and photopolymerizable copying material using same
US4343891A (en) 1980-05-23 1982-08-10 Minnesota Mining And Manufacturing Company Fixing of tetra (hydrocarbyl) borate salt imaging systems
JPH029596B2 (fr) 1980-05-27 1990-03-02 Basf Ag
DE3021590A1 (de) 1980-06-09 1981-12-17 Hoechst Ag, 6000 Frankfurt 4-halogen-5-(halogenmethyl-phenyl)-oxazol-derivate, ein verfahren zu ihrer herstellung und sie enthaltenden strahlungsempfindliche massen
DE3021599A1 (de) 1980-06-09 1981-12-24 Hoechst Ag, 6000 Frankfurt 2-(halogenmethyl-phenyl)-4-halogenoxazol-derivate, ein verfahren zu ihrer herstellung und sie enthaltende strahlungsempfindliche massen
JPS5730704A (en) 1980-06-24 1982-02-19 Bayer Ag Photopolymerizable mixture containing aroylphosphoric acid ester as photoinitiator
EP0044115A1 (fr) 1980-07-14 1982-01-20 Akzo N.V. Composition de revêtement thermodurcissable contenant un catalyseur acide bloqué
EP0046083A2 (fr) 1980-08-11 1982-02-17 Minnesota Mining And Manufacturing Company Agents surfactifs bloqués photolabiles et compositions de revêtement les contenant
JPH029597B2 (fr) 1980-09-15 1990-03-02 Basf Ag
JPS6314340B2 (fr) 1980-09-17 1988-03-30 Fuji Photo Film Co Ltd
US4371605A (en) 1980-12-09 1983-02-01 E. I. Du Pont De Nemours And Company Photopolymerizable compositions containing N-hydroxyamide and N-hydroxyimide sulfonates
JPS6361950B2 (fr) 1981-03-16 1988-11-30
JPS57156264A (en) 1981-03-20 1982-09-27 Fuji Photo Film Co Ltd Ink jet recording system
US4431774A (en) 1981-09-14 1984-02-14 Ciba-Geigy Corporation Process for the curing of stoving lacquers
EP0084515A2 (fr) 1982-01-11 1983-07-27 Ciba-Geigy Ag Composition durcissable par un acide contenant un catalyseur masqué et procédé de durcissement
JPS58185677A (ja) 1982-04-22 1983-10-29 Konishiroku Photo Ind Co Ltd 紫外線吸収剤
EP0101122A1 (fr) 1982-08-09 1984-02-22 Akzo N.V. Composition de revêtement thermodurcissable contenant un acide bloqué comme catalyseur
EP0104143A1 (fr) 1982-09-18 1984-03-28 Ciba-Geigy Ag Compositions photopolymérisables contenant des sels diaryliodosyles
EP0109773A2 (fr) 1982-10-25 1984-05-30 Minnesota Mining And Manufacturing Company Systèmes formateurs d'images à dispersion à base de sels tétra(hydrocarbyl) borate
EP0109772A2 (fr) 1982-10-25 1984-05-30 Minnesota Mining And Manufacturing Company Fixage de systèmes formateurs d'images à base de sel de tétra(hydrocarbyl) borate
JPS59138205A (ja) 1983-01-20 1984-08-08 チバ−ガイギ− アクチエンゲゼルシヤフト 被覆組成物およびその硬化方法
JPS59152396A (ja) 1983-02-11 1984-08-31 チバ−ガイギ− アクチエンゲゼルシヤフト メタロセン,その製造方法およびメタロセンを含む光重合性組成物
JPS59174831A (ja) 1983-03-24 1984-10-03 Fuji Photo Film Co Ltd 光重合性組成物
JPS6084305A (ja) 1983-08-30 1985-05-13 バスフ アクチェン ゲゼルシャフト 光重合可能な混合物
JPS6056557A (ja) 1983-09-09 1985-04-02 Canon Inc インクジェット記録方法
DE3333450A1 (de) 1983-09-16 1985-04-11 Hoechst Ag, 6230 Frankfurt Trihalogenmethylgruppen enthaltende carbonylmethylenheterocyclen, verfahren zu ihrer herstellung und lichtempfindliches gemisch, das diese verbindungen enthaelt
DE3337024A1 (de) 1983-10-12 1985-04-25 Hoechst Ag, 6230 Frankfurt Lichtempfindliche, trichlormethylgruppen aufweisende verbindungen, verfahren zu ihrer herstellung und diese verbindungen enthaltendes lichtempfindliches gemisch
JPS60132767A (ja) 1983-12-21 1985-07-15 Seikosha Co Ltd インクジエツトプリンタ
EP0156153A1 (fr) 1984-03-22 1985-10-02 Maschinenfabrik Rieter Ag Dispositif pour contrôler la qualité du fil
JPS60198538A (ja) 1984-03-22 1985-10-08 Toshiba Corp ポジ型レジスト材料
US4618564A (en) 1984-05-25 1986-10-21 Ciba-Geigy Corporation Process for production of positive images using sulfonic acid precursors
DE3435443A1 (de) 1984-09-27 1986-04-03 Agfa-Gevaert Ag, 5090 Leverkusen Fotografisches aufzeichnungsmaterial
JPS61151197A (ja) 1984-12-20 1986-07-09 チバ‐ガイギー アーゲー チタノセン類およびこれらのチタノセン類を含有する照射重合開始剤
JPS61190537A (ja) 1985-01-22 1986-08-25 チバーガイギー アクチエンゲゼルシヤフト 2―(2―ヒドロキシ―3―分枝アルキル―5―メチルフェニル)―2h―ベンゾトリアゾール混合物,該混合物の製造法,および該混合物からなる安定剤
JPS61194062A (ja) 1985-02-21 1986-08-28 メルク・パテント・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング チオ置換ケトン化合物を用いる光重合開始剤
EP0199672A1 (fr) 1985-04-12 1986-10-29 Ciba-Geigy Ag Sulfonates d'oximes contenant des groupes réactifs
JPS6218537A (ja) 1985-07-16 1987-01-27 ザ・ミ−ド・コ−ポレ−シヨン 共開始剤として第三アミンを含有する感光性マイクロカプセルを用いた造像材料
JPS6221572A (ja) 1985-07-22 1987-01-29 Canon Inc 記録装置
JPS6258241A (ja) 1985-09-09 1987-03-13 Fuji Photo Film Co Ltd 感光性組成物
JPS6281345A (ja) 1985-09-28 1987-04-14 チバ―ガイギー アクチェンゲゼルシャフト 共重合性光開始剤
EP0223739A1 (fr) 1985-11-06 1987-05-27 Ciba-Geigy Ag Dibenzoxaphosphorine
JPS62135826A (ja) 1985-12-09 1987-06-18 Konishiroku Photo Ind Co Ltd 熱現像感光材料
JPS62173463A (ja) 1986-01-28 1987-07-30 Fuji Photo Film Co Ltd 画像形成方法
JPS62183457A (ja) 1986-02-07 1987-08-11 Fuji Photo Film Co Ltd 画像形成方法
US4734444A (en) 1986-02-14 1988-03-29 Basf Aktiengesellschaft Curable mixtures containing N-sulfonylaminosulfonium salts as cationically active catalysts
EP0233567A2 (fr) 1986-02-14 1987-08-26 BASF Aktiengesellschaft Compositions durcissables contenant des sels N-sulfonylaminosulfonium comme catalyseurs cationiquement actifs
US4837124A (en) 1986-02-24 1989-06-06 Hoechst Celanese Corporation High resolution photoresist of imide containing polymers
JPS62262047A (ja) 1986-04-30 1987-11-14 イ−ストマン コダツク カンパニ− 写真要素
JPS6341484A (ja) 1986-08-01 1988-02-22 チバ−ガイギ− ア−ゲ− チタノセン、それらの製造法およびそれらを含有する組成物
US4814262A (en) 1986-10-10 1989-03-21 Megumi Ide Silver halide photographic light-sensitive material to provide dye-image with improved color-fastness to light
JPS63113536A (ja) 1986-10-21 1988-05-18 イーストマン コダック カンパニー 複素環式リン化合物安定剤を含む写真要素
JPS63138345A (ja) 1986-11-21 1988-06-10 イーストマン コダック カンパニー 写真像形成性システム
JPS63142346A (ja) 1986-11-21 1988-06-14 イーストマン コダック カンパニー ネガ形フォトレジスト
JPS63143537A (ja) 1986-11-21 1988-06-15 イーストマン コダック カンパニー ネガ型フォトレジスト
US4743528A (en) 1986-11-21 1988-05-10 Eastman Kodak Company Enhanced imaging composition containing an azinium activator
JPS63142345A (ja) 1986-11-21 1988-06-14 イーストマン コダック カンパニー アジニウム活性化剤を含む画像高形成性組成物
EP0271851A2 (fr) 1986-12-16 1988-06-22 E.I. Du Pont De Nemours And Company Compositions photosensibles pour la fabrication de couches pour traitement multiples avec des poudres
JPS63163351A (ja) 1986-12-25 1988-07-06 Konica Corp 色素画像の堅牢性が改良されたハロゲン化銀写真感光材料
EP0279210A1 (fr) 1987-02-17 1988-08-24 International Business Machines Corporation Photoinitiateurs à base de sel de sulfonium
US4760013A (en) 1987-02-17 1988-07-26 International Business Machines Corporation Sulfonium salt photoinitiators
EP0290750A2 (fr) 1987-03-19 1988-11-17 Xytronyx, Inc. Systèmes pour la visualisation de l'exposition à la lumière ultra-violette et pour l'emploi de la lumière UV pour obtenir des changements de couleur
EP0284561A2 (fr) 1987-03-26 1988-09-28 Ciba-Geigy Ag Alpha-aminoacétophénones comme photo-initiateurs
JPS6433104A (en) 1987-06-25 1989-02-03 Ciba Geigy Ag Photopolymerizable composition
EP0297443A2 (fr) 1987-07-01 1989-01-04 BASF Aktiengesellschaft Mélange photosensible pour matériaux de revêtement photosensibles
EP0297442A1 (fr) 1987-07-01 1989-01-04 BASF Aktiengesellschaft Sels de sulfonium contenant des groupes labiles en milieu acide
JPS6418143A (en) 1987-07-14 1989-01-20 Nippon Kayaku Kk Photosensitive resin composition
EP0309401A1 (fr) 1987-09-21 1989-03-29 Ciba-Geigy Ag Stabilisation d'enduits par des amines N-hydroxy substituées avec empêchement stérique
EP0309402A1 (fr) 1987-09-21 1989-03-29 Ciba-Geigy Ag Stabilisateurs à base d'amines avec empêchement stérique N-substituées
EP0310551A2 (fr) 1987-09-30 1989-04-05 Ciba-Geigy Ag Dérivés phénoliques du thiane
EP0310552A1 (fr) 1987-09-30 1989-04-05 Ciba-Geigy Ag Stabilisateurs pour des matériaux de reproduction photographique couleur
JPH0271262A (ja) 1987-10-09 1990-03-09 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
JPH02249A (ja) 1987-12-01 1990-01-05 Ciba Geigy Ag チタノセンおよびそれを含有する光重合性組成物
JPH01152109A (ja) 1987-12-09 1989-06-14 Toray Ind Inc 光重合性組成物
JPH02782A (ja) 1987-12-28 1990-01-05 Ciba Geigy Ag 新規な2―(2―ヒドロキシフェニル)ベンゾトリアゾール誘導体
US4933377A (en) 1988-02-29 1990-06-12 Saeva Franklin D Novel sulfonium salts and the use thereof as photoinitiators
JPH0296514A (ja) 1988-03-01 1990-04-09 Alza Corp 経皮薬物投与の感作と刺激の軽減方法とそのための手段
JPH024705A (ja) 1988-03-24 1990-01-09 Dentsply Internatl Inc 光硬化性組成物用チタナート開始剤
US4980275A (en) 1988-04-13 1990-12-25 Eastman Kodak Company Photographic material and process comprising a dye stabilizer
JPH01304453A (ja) 1988-06-02 1989-12-08 Toyobo Co Ltd 光重合性組成物
EP0370693A2 (fr) 1988-11-21 1990-05-30 Eastman Kodak Company Sels onium et leur utilisation comme photoinitiateur
JPH02211452A (ja) 1988-12-01 1990-08-22 Polychrome Corp 光開始剤
JPH02150848A (ja) 1988-12-02 1990-06-11 Hitachi Ltd 光退色性放射線感応性組成物およびそれを用いたパターン形成法
JPH02262654A (ja) 1988-12-06 1990-10-25 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
EP0388343A2 (fr) 1989-03-14 1990-09-19 International Business Machines Corporation Photoréserve avec amplification chimique
JPH02245756A (ja) 1989-03-20 1990-10-01 Hitachi Ltd パタン形成材料とそれを用いたパタン形成方法
JPH03121449A (ja) 1989-07-25 1991-05-23 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
JPH03101686A (ja) 1989-08-04 1991-04-26 Ciba Geigy Ag モノ―及びジ―アシルホスフィンオキシド
EP0422570A2 (fr) 1989-10-10 1991-04-17 International Business Machines Corporation Compositions de photoinitiateurs sensibles à la lumiere UV, utilisation de ces compositions et compositions sensibles aux radiations
JPH04298503A (ja) 1990-05-10 1992-10-22 Ciba Geigy Ag 輻射線硬化性、光安定化組成物
EP0459416A2 (fr) 1990-05-28 1991-12-04 Fuji Photo Film Co., Ltd. El˩ment fixateur de colorant
JPH0561166A (ja) 1991-05-28 1993-03-12 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
JPH04365048A (ja) 1991-06-12 1992-12-17 Fuji Photo Film Co Ltd 感光性組成物
JPH05194483A (ja) 1991-07-03 1993-08-03 Ciba Geigy Ag フェニルチオフェニルケトン
JPH05197075A (ja) 1991-09-05 1993-08-06 Ciba Geigy Ag 紫外線吸収剤を含有する写真フィルム材料
JPH05345790A (ja) 1991-09-23 1993-12-27 Ciba Geigy Ag アルキルビスアシルホスフインオキシド
JPH05119449A (ja) 1991-10-25 1993-05-18 Fuji Photo Film Co Ltd ハロゲン化銀カラー写真感光材料
JPH05142772A (ja) 1991-11-26 1993-06-11 Fuji Photo Film Co Ltd 光重合性組成物
JPH05281728A (ja) 1992-04-01 1993-10-29 Fuji Photo Film Co Ltd 光重合性組成物
JPH0643633A (ja) 1992-05-06 1994-02-18 Kyowa Hakko Kogyo Co Ltd 化学増幅型レジスト組成物
JPH069714A (ja) 1992-06-29 1994-01-18 Sumitomo Chem Co Ltd 光重合性組成物及び光制御板の製造方法
JPH08501291A (ja) 1992-09-07 1996-02-13 チバ−ガイギー アクチエンゲゼルシャフト ヒドロキシフェニル−s−トリアジン
JPH06250387A (ja) 1993-03-01 1994-09-09 Sumitomo Chem Co Ltd キノンジアジドスルホン酸エステルの製法及び該製法により得られたキノンジアジドスルホン酸エステルを含有してなる感放射線性樹脂組成物
JPH06298818A (ja) 1993-03-18 1994-10-25 Ciba Geigy Ag ビスアシルホスフィンオキシド光開始剤を含む硬化組成物
JPH06308727A (ja) 1993-04-19 1994-11-04 Fuji Photo Film Co Ltd 光重合性組成物
JPH0853427A (ja) 1994-07-27 1996-02-27 Ciba Geigy Ag 赤色側にシフトされたトリス−アリール−s−トリアジンおよびそれらにより安定化された組成物
JPH0854735A (ja) 1994-08-15 1996-02-27 Fuji Photo Film Co Ltd 光重合性組成物
JPH08239368A (ja) 1994-10-10 1996-09-17 Ciba Geigy Ag ビスレゾルシニルトリアジン
JPH0934057A (ja) 1995-06-19 1997-02-07 Eastman Kodak Co 特定の置換基を有し、2′−ヒドロキシフェニルベンズトリアゾールを基にした紫外線吸収ポリマーおよびそれを含有する写真要素
JPH08324137A (ja) 1996-07-01 1996-12-10 Konica Corp 画像記録体およびその製造方法
JPH1088106A (ja) 1996-08-16 1998-04-07 Eastman Kodak Co 紫外線吸収性ポリマー粒子
JPH10182621A (ja) 1996-11-20 1998-07-07 Ciba Specialty Chem Holding Inc ヒドロキシフェニルトリアジン
US6084250A (en) 1997-03-03 2000-07-04 U.S. Philips Corporation White light emitting diode
WO1999029787A2 (fr) * 1997-12-05 1999-06-17 Xaar Technology Limited Compositions d'encre pour l'impression a jet d'encre sous cuisson electronique
WO1999054415A1 (fr) 1998-04-15 1999-10-28 Nof Corporation Procede de formation d'un film et d'une composition de revetement
JP2001031892A (ja) 1999-07-23 2001-02-06 Toyo Ink Mfg Co Ltd 紫外線硬化型塗料組成物及びその利用
JP2001040068A (ja) 1999-07-27 2001-02-13 Asahi Denka Kogyo Kk 光重合性組成物
JP2001049200A (ja) 1999-08-11 2001-02-20 Soken Chem & Eng Co Ltd アクリル系粘着剤組成物、該組成物を用いた粘着テープの製造方法および粘着テープ
JP2001055507A (ja) 1999-08-19 2001-02-27 Kansai Paint Co Ltd 活性エネルギー線硬化性組成物およびその被膜形成方法
JP2001220526A (ja) 2000-02-09 2001-08-14 Brother Ind Ltd インクジェット記録方式用エネルギー線硬化型組成物
JP2001310937A (ja) 2000-04-27 2001-11-06 Hitachi Chem Co Ltd 硬化性オキセタン組成物およびその硬化方法ならびにその方法により得られる硬化物
JP2001310938A (ja) 2000-04-28 2001-11-06 Showa Denko Kk 重合性組成物、その硬化物と製造方法
EP1477537A1 (fr) * 2003-05-14 2004-11-17 Konica Minolta Medical & Graphic Inc. Assortiment d'encres pour imprimantes à jet d'encre et méthode d'enregistrement l'utilisant
JP2004359946A (ja) 2003-05-14 2004-12-24 Konica Minolta Medical & Graphic Inc インクジェットインクセット及び記録方法
EP1630213A1 (fr) * 2003-05-14 2006-03-01 Konica Minolta Medical & Graphic, Inc. Assortiment d'encres pour imprimantes à jet d'encre et méthode d'enregistrement l'utilisant
WO2005061634A1 (fr) * 2003-12-20 2005-07-07 Fujifilm Imaging Colorants Limited Encres pour jet d'encre durcissables par faisceau de particules
US20050196697A1 (en) * 2004-03-05 2005-09-08 Konica Minolta Medical & Graphic, Inc. Actinic ray curable composition, image forming method using the same and ink-jet recording apparatus using the same
EP1772497A1 (fr) * 2004-05-06 2007-04-11 Agfa Graphics N.V. Compositions d'encre durcissantes pour impression par jet d'encre

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
"The Japanese Research Association for Organic Electronics Materials", 1993, BUNSHIN PUBLISHING CO., pages: 187 - 192
F. C. SCHAEFER ET AL., J. ORG. CHEM., vol. 29, 1964, pages 1527
J. P. FOUASSIER; J. F. RABEK, RADIATION CURING IN POLYMER SCIENCE AND TECHNOLOGY, 1993, pages 77 - 117
M. R. SANDER ET AL., JOURNAL OF POLYMER SOCIETY, vol. 10, 1972, pages 3173
WAKABAYASHI, BULL. CHEM. SOC. JAPAN, vol. 42, 1969, pages 2924

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2169021A1 (fr) * 2008-09-25 2010-03-31 Fujifilm Corporation Composition d'encre, procédé d'enregistrement à jet d'encre, et matériau imprimé
EP2230284A1 (fr) * 2009-03-17 2010-09-22 Fujifilm Corporation Tintenzusammensetzung und Tintenaufzeichnungsverfahren
EP2471879A1 (fr) * 2010-12-28 2012-07-04 Fujifilm Corporation Jeu d'encre pour enregistrement à jet d'encre, procédé d'enregistrement à jet d'encre et matériau imprimé
CN102585599A (zh) * 2010-12-28 2012-07-18 富士胶片株式会社 喷墨记录用油墨组、喷墨记录方法及印刷物
EP2707442A4 (fr) * 2011-05-12 2015-08-26 Ricoh Co Ltd Encre à jet d'encre photopolymérisable, cartouche d'encre et dispositif d'enregistrement à jet d'encre
US9428665B2 (en) 2011-05-12 2016-08-30 Ricoh Company, Ltd. Photopolymerizable inkjet ink, ink cartridge, and inkjet recording device

Also Published As

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EP1964893B2 (fr) 2021-11-24
US20080206527A1 (en) 2008-08-28
JP2008208190A (ja) 2008-09-11
EP1964893B1 (fr) 2018-01-24
JP5227521B2 (ja) 2013-07-03

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